Category: 2566-44-1

Adding a certain compound to certain chemical reactions, such as: 2566-44-1, 2-Cyclopropylethanol, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, 2566-44-1, blongs to alcohols-buliding-blocks compound. SDS of cas: 2566-44-1

Reference Example 11-1 4-(2-Cyclopropylethoxy)benzaldehyde To a mixture of 4-hydroxybenzaldehyde (2.84 g), 2-cyclopropylethanol (2.00 g), triphenylphosphine (6.09 g) and tetrahydrofuran (100 mL), diethyl azodicarboxylate (2.2 mol/L, solution in toluene, 10.5 mL) was added and the mixture was stirred at room temperature for 4 days. After concentrating the reaction mixture under reduced pressure, ethyl acetate (7.50 mL) and n-hexane (143 mL) were added and the mixture was stirred at room temperature for 15 minutes. The precipitate was removed by filtration through Celite (registered trademark). The filtrate was concentrated under reduced pressure and, thereafter, the resulting residue was purified by silica gel column chromatography (n-hexane:ethyl acetate = 95:5-50:50) to give the titled compound as a yellow oil (3.34 g). 1H NMR (300 MHz, CHLOROFORM-d) delta ppm 0.10 – 0.18 (m, 2 H) 0.46 – 0.55 (m, 2 H) 0.78 – 0.95 (m, 1 H) 1.67 – 1.76 (m, 2 H) 4.12 (t, J=6.6 Hz, 2 H) 6.97 – 7.05 (m, 2 H) 7.80-7.87 (m, 2 H) 9.88 (s, 1 H). MS ESI posi: 191[M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2566-44-1, its application will become more common.

Reference:
Patent; Taisho Pharmaceutical Co., Ltd.; TAKAYAMA, Tetsuo; SHIBATA, Tsuyoshi; SHIOZAWA, Fumiyasu; KAWABE, Kenichi; SHIMIZU, Yuki; HAMADA, Makoto; HIRATATE, Akira; TAKAHASHI, Masato; USHIYAMA, Fumihito; OI, Takahiro; SHIRASAKI, Yoshihisa; MATSUDA, Daisuke; KOIZUMI, Chie; KATO, Sota; EP2881384; (2015); A1;,
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With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.2566-44-1, name is 2-Cyclopropylethanol, molecular formula is C5H10O, molecular weight is 86.13, as common compound, the synthetic route is as follows.Recommanded Product: 2-Cyclopropylethanol

A. p-Toluenesulfonyl chloride (7.20 g, 37.8 mmol) was added to a cooled (0 C) solution of 2-cyclopropylethanol (4.00 g, 46.4 mmol) in pyridine (10 mL) and dichloromethane (60 mL). The reaction mixture was stirred at ambient temperature overnight, then diluted with ether (200 mL) and washed sequentially with water, 10% HCl, water and brine and then dried over anhydrous Na2SO4. Toluene-4-sulfonic acid 2-cyclopropylethyl ester (8.1 g, 89%) was obtained after removal of solvent and used for next step reaction without further purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2566-44-1, 2-Cyclopropylethanol, and friends who are interested can also refer to it.

Reference:
Patent; Xenon Pharmaceuticals Inc.; Abreo, Melwyn; Chafev, Mikhail; Chakka, Nagasree; Chowdhury, Sultan; Fu, Jian-Min; Gschwend, Heinz, W.; Holladay, Mark, W.; Hou, Duanjie; Kamboj, Rajender; Kodumuru, Vishnumurthy; Li, Wenbao; Liu, Shifeng; Raina, Vandna; Sun, Sengen; Sun, Shaoyi; Sviridov, Serguei; Tu, Chi; Winther, Michael, D.; Zhang, Zaihui; (94 pag.)EP2316827; (2016); B1;,
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Adding a certain compound to certain chemical reactions, such as: 2566-44-1, 2-Cyclopropylethanol, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Quality Control of 2-Cyclopropylethanol, blongs to alcohols-buliding-blocks compound. Quality Control of 2-Cyclopropylethanol

To the three port round bottom flask, 7-bromo -1H-benzo [d] [1,3] oxazine -2,4-dione (2.00g, 8 . 26mmol), 2-cyclopropyl-ethanol (0.870g, 10 . 1mmol), triphenylphosphine (3.25g, 12 . 4mmol) and tetrahydrofuran (60 ml) were sequentially added and cooled to 0 C, (2.50 ml, 12 . 7mmol), diisopropyl azodicarboxylate added dropwise , to the stirring the mixture at room temperature for 4 hours. Reduced pressure distillation to remove the solvent, the crude product purification column chromatography (petroleum ether/dichloromethane (v/v)=10/1) obtained white solid (2.54g, 99 . 11%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2566-44-1, 2-Cyclopropylethanol, and friends who are interested can also refer to it.

Reference:
Patent; Guangdong East Sunshine Pharmaceutical Co., Ltd.; Zhuo, Yinglin; Wang, Xiaojun; Zhang, Yingjun; Wen, Liang; Wu, Shoutao; Yuan, Xiaofeng; (87 pag.)CN105384687; (2016); A;,
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Synthetic Route of 2566-44-1, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.2566-44-1, name is 2-Cyclopropylethanol, molecular formula is C5H10O, molecular weight is 86.13, as common compound, the synthetic route is as follows.

Synthesis of 3-((1R,5S,9r)-3-(2-cyclopropylethyl)-9-methoxy-3-azabicyclo[3.3.1]nonan-9-yl)benzamide hydrochloride To a solution of 2-cyclopropylethanol (0.21 g, 2.41 mmol) in dichloromethane (40 mL) was added silica (3 g), followed by pyridinium chlorochromate (0.52 g, 2.41 mmol). After 2 h of stirring the reaction mixture was filtered through a plug of silica and the desired aldehyde eluted with dichloromethane. The collected dichloromethane solution was concentrated to 30 mL and 3-((1R,5S,9r)-9-methoxy-3-azabicyclo[3.3.1]nonan-9-yl)benzamide hydrochloride (0.25 g, 0.80 mmol) added. To the resulting suspension was then added triethylamine (0.33 mL, 2.41 mmol) and sodium triacetoxyborohydride (0.51 g, 2.41 mmol) and the reaction mixture stirred for 3 hours. Concentrated aqueous ammonia was added and the mixture was extracted with dichloromethane (*3). The combined organic phases were concentrated and purified by reverse phase chromatography (C18) to give 3-((1R,5S,9r)-3-(2-cyclopropylethyl)-9-methoxy-3-azabicyclo[3.3.1]nonan-9-yl)benzamide (0.17 g, 62% yield). 2.0 M HCl in diethyl ether (0.25 mL, 0.50 mmol) was added to a solution of 3-((1R,5S,9r)-3-(2-cyclopropylethyl)-9-methoxy-3-azabicyclo[3.3.1]nonan-9-yl)benzamide (0.17 g, 0.50 mmol) in dichloromethane (5 mL) and then the volatiles removed. The residue was freeze-dried from water to give 3-((1R,5S,9r)-3-(2-cyclopropylethyl)-9-methoxy-3-azabicyclo[3.3.1]nonan-9-yl)benzamide hydrochloride (0.10 g, 55%)

Statistics shows that 2566-44-1 is playing an increasingly important role. we look forward to future research findings about 2-Cyclopropylethanol.

Reference:
Patent; Alkermes, Inc.; Wynn, Thomas Andrew; Alvarez, Juan C.; Moustakas, Demetri Theodore; Haeberlein, Markus; Pennington, Lewis D.; US2019/241524; (2019); A1;,
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Application of 2566-44-1, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.2566-44-1, name is 2-Cyclopropylethanol, molecular formula is C5H10O, molecular weight is 86.13, as common compound, the synthetic route is as follows.

Take a single-necked flask and add 2-cyclopropylethanol (2.4g, 28mmol), DMF (30mL) in sequence, cool to 0 C, add sodium hydrogen (1.3g, 33mmol, 60% by mass), and stir the reaction mixture at room temperature for 20min Add 3- (benzyloxy) 2-bromo-6-iodopyridine (10g, 25.6mmol), heat to 100 C and continue stirring for 12h.Post-treatment: add water (50 mL) to quench the reaction, extract with ethyl acetate (20 mL × 3), combine the organic phases, wash the organic phase with saturated brine (50 mL × 3), dry over anhydrous sodium sulfate, filter, and concentrate under reduced pressure The filtrate and the residue were separated by silica gel column chromatography (PE / EA (V / V) = 2/1) to obtain the title compound as a colorless oil (6.8 g, 17 mmol, 67%).

Statistics shows that 2566-44-1 is playing an increasingly important role. we look forward to future research findings about 2-Cyclopropylethanol.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Huang Jianzhou; Ren Qingyun; Xiong Jinfeng; Liu Yang; Yu Fangcai; Liu Weishun; Wang Yifeng; Zhang Yingjun; (104 pag.)CN110903284; (2020); A;,
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Electric Literature of 2566-44-1, Adding some certain compound to certain chemical reactions, such as: 2566-44-1, name is 2-Cyclopropylethanol,molecular formula is C5H10O, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 2566-44-1.

To a solution of oxalyl chloride (7.4 mL, 87 mmol) in DCM (100 mL) was added DMSO (12.4 mL, 174 mmol) dropwise at -78C and the solution was stirred at -78C for 15 minutes, then to the reaction solution was added cyclopropyl ethylalcohol (5 g, 58 mmol, dissolved in DCM lOmL). After being stirred at -78C for 1 hour, to the reaction solution was added TEA (40.4 ml, 290 mmol). The reaction solution was allowed to warm to room temperature and stirred for another 30 minutes. The reaction was quenched with water (50 ml) and extracted with DCM (50 mL) three times. The organic phase was combined, washed with saturated NH4CI solution, water and brine, and dried over anhydrous Na2SO4. The organic layer was concentrated and the residue was fractionally distilled to give 2-cyclopropylacetaldehyde (compound 23a) 1.3 g as a colorless oil. Compound 23a: 1H NMR (400 MHz, DMSO-d6) delta ppm: 9.64 – 9.76 (m, 1 H), 2.28 – 2.37 (m, 2 H), 0.89 – 0.98 (m, 1 H), 0.51 (dd, J = 8.16, 1.63 Hz, 2 H), 0.14 (dd, J = 4.83, 1.44 Hz, 2 H).

According to the analysis of related databases, 2566-44-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; FENG, Song; LIU, Haixia; WU, Guolong; YUN, Hongying; CHEN, Dongdong; LI, Chao; (102 pag.)WO2016/55553; (2016); A1;,
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Synthetic Route of 2566-44-1 ,Some common heterocyclic compound, 2566-44-1, molecular formula is C5H10O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

To 2-cyclopropylethanol at 0 C. (0.98 g, 11 mmol) and pyridine (2.4 mL, 30 mmol) in DCM (15 mL) was added 4-methylbenzene-1-sulfonyl chloride (22 g, 11 mmol). The cold bath was removed and the mixture allowed to warm to room temperature for 14 h. The reaction mixture was diluted with water and Et2O and the phases were separated. The organic phase was washed sequentially with water, 10% aqueous HCl and brine, dried (MgSO4) filtered and concentrated under reduced pressure to give Compound 4a (2.0 g, 74%) as a clear colorless oil. Compound 4a was used in the next step without further purification. MS m/z=241.4 (M+H). 1H NMR (400 MHz, chloroform-d) delta 7.77 (d, J=8.1 Hz, 2H), 7.32 (d, J=8.4 Hz, 2H), 4.06 (t, J=6.7 Hz, 2H), 2.42 (s, 3H), 1.56-1.45 (m, 2H), 0.70-0.57 (m, 1H), 0.44-0.32 (m, 2H), 0.04-0.10 (m, 2H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 2566-44-1, 2-Cyclopropylethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; Pi, Zulan; Bilder, Donna M.; Brigance, Robert Paul; Finlay, Heather; Jiang, Wen; Johnson, James A.; Lawrence, R. Michael; Meng, Wei; Myers, Michael C.; Phillips, Monique; Tora, George O.; Zhang, Xiaojun; (59 pag.)US2017/275272; (2017); A1;,
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Application of 2566-44-1, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 2566-44-1, name is 2-Cyclopropylethanol, molecular formula is C5H10O, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

The head space above a mixture of di-tert-butyl [(lr,4r)-6′-bromo-4-methoxy-5″-methyl-3’H- dispiro[cyclohexane-l,2′-indene-l’,2″-imidazol]-4″-yl]imidodicarbonate (Intermediate 9, 210 mg, 0.36 mmol), di-tert-butyl(2′,4′,6′-triisopropyl-3-methoxy-6-methylbiphenyl-2-yl)phosphine (10 mg, 0.02 mmol), allylpalladium chloride dimer (2.7 mg, 7.3 muiotaetaomicron), cesium carbonate (178 mg, 0.55 mmol) and 2-cyclopropylethanol (63 mg, 0.73 mmol) was evacuated and refilled with argon. Toluene (1.3 mL) was added and the mixture was heated at 90 C for 3 days. After another two days at r.t. the reaction mixture was filtered through a syringe filter. The filter was washed with 7 M ammonia in methanol (1.56 mL, 10.9 mmol). More 7 M ammonia in methanol (1.56 mL, 10.9 mmol) was added and the resulting solution was heated at 85 C for 24 h. After cooling to r.t. the mixture was concentrated. The residue was partitioned between EtOAc and 2 M aq. citric acid. The phases were separated and the organic layer was extracted twice with 2 M aq. citric acid. The organic layer was discarded. The aqueous citric acid phases were basified with NaOH (50% aq.) and extracted twice with EtOAc. The organic phase was treated with active charcoal, dried (Na2S0 ), filtered through diatomaceous earth and concentrated. Purification by flash silica gel chromatography, using a gradient of CHC^/MeOH (20: 1-15: 1-10: 1) gave the title compound (56 mg, 40% yield). 1H NMR (500 MHz, DMSO- ) delta ppm 0.02 – 0.12 (m, 2 H), 0.34 – 0.45 (m, 2 H), 0.72 – 0.84 (m, 1 H), 0.90 (td, 1 H), 1.07 – 1.27 (m, 2 H), 1.35 – 1.48 (m, 3 H), 1.53 (q, 2 H), 1.80 (d, 2 H), 2.15 (s, 3 H), 2.81 – 2.88 (m, 1 H), 2.88 – 2.98 (m, 2 H), 3.18 (s, 3 H), 3.80 – 3.91 (m, 2 H), 6.06 (d, 1 H), 6.50 (s, 2 H), 6.71 (dd, 1 H), 7.15 (d, 1 H); MS (ES+) m/z 382.1 [M+H]+.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 2566-44-1, 2-Cyclopropylethanol.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; KARLSTROeM, Sofia; SOeDERMAN, Peter; SWAHN, Britt-Marie; Laszlo, Rakos; OeHBERG, Liselotte; WO2013/190301; (2013); A1;,
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Synthetic Route of 2566-44-1, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 2566-44-1 as follows.

A solution of diisopropyl (E)-diazene-l,2-dicarboxylate (0.024 mF, 0.121 mmol) in (0305) THF (0.2 mF) was added dropwise to a mixture ofN-((S)-l-((3P)-3-(4-chloro-l-(2,2- difluoroethyl)-3-(N-(4-methoxybenzyl)methylsulfonamido)-lH-indazol-7-yl)-7-hydroxy-4- oxo-3,4-dihydropyrido[2,3-d]pyrimidin-2-yl)-2-(3,5-difluorophenyl)ethyl)-2-((3bS,4aR)-3- (difluoromethyl)-5,5-difluoro-3b,4,4a,5-tetrahydro-lH-cyclopropa[3,4]cyclopenta[l,2- c]pyrazol-l-yl)acetamide (0.04 g, 0.040 mmol), 2-cyclopropylethan-l-ol (10.42 mg, 0.121 mmol) and triphenylphosphine (0.034 g, 0.129 mmol)in Tetrahydrofuran (THF) (0.8 mL) at rt. The reaction mixture was stirred for 18 h at ambient temperature. The reaction mixture was stirred for 18 h and then concentrated in vacuo. The crude residue was taken up in DCM (0.5 mL) and TFA (0.25 mL). Triflic acid (8.48 pL, 0.096 mmol) was added. The resultant purple solution was stirred for 1 h and then concentrated in vacuo. The crude residue was taken up in ethyl acetate (1.5 mL), washed with saturated aqueous NaHCCh (1 mL), and concentrated in vacuo. The crude product was purified by preparatory HPLC using the following conditions: Column: Zorbax Eclipse Plus C18, 21.2 x 100 mm, 5 pm particles; Solvent A = 0.1% Formic Acid in 100% Water. Solvent B = Acetonitrile. Flow Rate = 40 mL/min. Start % B = 59.4 Final % B = 79.4. Gradient Time = 7 min, then a 2 min hold at 98% B. Wavelength = 215 and 254 nm. ESI + Range: 150 to 1500 dalton. Sample was loaded at 59.4% B and afforded N-((S)-l-((3P)-3-(4-chloro-l-(2,2-difluoroethyl)-3- (methylsulfonamido)-lH-indazol-7-yl)-7-(2-cyclopropylethoxy)-4-oxo-3,4- dihydropyrido [2,3 -d]pyrimidin-2-yl)-2-(3 ,5 -difluorophenyl)ethyl)-2-((3bS,4aR)-3 – (difluoromethyl)-5,5-difluoro-3b,4,4a,5-tetrahydro-lH-cyclopropa[3,4]cyclopenta[l,2- c]pyrazol-l-yl)acetamide (0.0041 g, 4.14 pmol, 10 % yield). NMR (500 MHz, (0306) METHAN OL-d4) d ppm 8.42 – 8.53 (m, 1 H) 7.21 – 7.40 (m, 2 H) 7.00 – 7.13 (m, 1 H) 6.55 – 6.83 (m, 4 H) 5.88 – 6.18 (m, 1 H) 5.50 – 5.71 (m, 2 H) 4.53 – 4.79 (m, 5 H) 4.30 – 4.42 (m, 1 H) 3.87 – 4.00 (m, 1 H) 3.39 – 3.45 (m, 1 H) 3.23 – 3.26 (m, 3 H) 3.06 – 3.13 (m, 1 H) 2.55 – 2.62 (m, 1 H) 2.40 – 2.47 (m, 2 H) 1.70 – 1.74 (m, 3 H) 1.35 – 1.39 (m, 2 H) 0.99 – 1.04 (m, 1 H). LC/MS retention time = 1.40 min; m/z = 932.2 [M+H]+ Column: Acquity BEH C 18, 2.1 x 30 mm, 1.7 pm particles; Solvent A = 0.1% Formic acid in 100% Water. Solvent B = 0.1% Formic Acid in 100% Acetonitrile. Flow Rate = 0.8 mL/min. Start % B = 5. Final % B = (0307) 95. Gradient Time = 1.7 min, then a 0.2 min hold at 95% B. Wavelength = 215 and 254 nm. ESI+ Range: 150 to 1500 Dalton. System: Agilent 1290 Infinity II

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2566-44-1, its application will become more common.

Reference:
Patent; VIIV HEALTHCARE UK (NO.5) LIMITED; IWUAGWU, Christiana; PEESE, Kevin M.; (0 pag.)WO2020/58844; (2020); A1;,
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Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 2566-44-1, name is 2-Cyclopropylethanol. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 2566-44-1

General procedure: Diisopropylamine(0.3ml, 1.8mmol)was added to a solution of cyclopropanol (0.1ml, 1.8mmol) and triphosgene(267mg, 0.9mmol) in dichloromethane which was cooled to 0 and stirred for 1 hour at room temperature. 3-Amino-5-((2-chloro-4-((5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazol-4-yl)methoxy)phenyl)ethynyl)benzoate(Step 2 of example 8)(100mg, 0.18mmol) and diisopropylethylamine(0.12ml, 0.54mmol) was added to the reaction mixture and stirred for 3 hours at room temperature. Water was added to the reaction mixture and the product was extracted into dichloromethane. The combined organic layers were dried over MgSO 4, filtered, evaporated in vacuum and purified using silica chromatography to afford the intermediate compound methyl3-((2-chloro-4-((5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazol-4-yl)methoxy)phenyl)ethynyl)-5-((cyclopropoxycarbonyl)amino)benzoate(35mg, 30%). [1627] 1H-NMR (CDCl 3, 400MHz): delta 7.96 (m, 1H), 7.84 (m, 2H), 6.86 (d, 1H), 6.69 (dd, 1H), 7.42-7.31 (m, 4H), 6.86 (d, 1H), 6.72 (dd, 1H), 5.64 (s, 2H), 4.82 (s, 2H), 3.92 (s, 3H), 2.16 (m, 1H), 1.31-1.14 (m, 4H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 2566-44-1, 2-Cyclopropylethanol.

Reference:
Patent; IL DONG PHARMACEUTICAL CO., LTD.; KANG, Jae-Hoon; LEE, Hong-Sub; LEE, Yoon-Suk; JEONG, Jin-Ah; KWON, Sung-Wook; KIM, Jeong-Guen; KIM, Kyung-Sun; SONG, Dong-Keun; PARK, Sun-Young; KIM, Kyeo-Jin; CHOI, Ji-Hye; HWANG, Hey-Min; (170 pag.)WO2018/190643; (2018); A1;,
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