Tag: M.W=0-100

Reference of 3279-95-6, 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 3279-95-6 as follows.

Preparation of (4R)-4-((3R, 5S, 6R, 7R, 10S, 13R)-6-ethyl-3,7-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenant hrene-17-yl)-N-(2-hydroxyethoxy)pentanamide 6alpha-Ethyl-chenodeoxycholic acid (OCA, 30 mg, 0.07 mmol) and compound 8-ii (6.5 mg, 0.085 mmoL) were dissolved in dichloromethane, and added with TBTU (40 mg, 0.11 mmoL) and DIPEA (30 muL, 0.21 mmoL) successively. The reaction solution was stirred at room temperature overnight. After TLC showed the disappearance of starting material, water was added, and the reaction solution was extracted with ethyl acetate. The organic phase was concentrated under reduced pressure and the residures were purified by column chromatography to obtain compound 8(10 mg, 30%). 1H NMR (400 MHz, MeOD) delta 3.95 – 3.85 (m, 1H), 3.74 (dt, J= 16.4, 4.7 Hz, 2H), 3.67 (s, 1H), 3.35 – 3.32 (m, 1H), 1.00 (d, J= 6.5 Hz, 3H), 0.95 – 0.89 (m, 6H), 0.72 (s, 3H). 13C NMR (101 MHz, MeOD) delta 172.75, 77.45, 71.80, 69.78, 59.02, 55.86, 50.29, 48.46, 45.57, 42.37, 41.77, 40.17, 39.65, 35.40, 35.25, 33.15, 33.04, 31.49, 29.87, 29.32, 27.90, 23.17, 22.36, 22.10, 20.59, 17.47, 10.85, 10.64.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3279-95-6, its application will become more common.

Reference:
Patent; Jiangsu Hansoh Pharmaceutical Group Co., Ltd.; Shanghai Hansoh Biomedical Co., Ltd.; LU, Aifeng; ZHONG, Huijuan; LI, Chenghai; BAO, Rudi; LV, Aifeng; (40 pag.)EP3290429; (2018); A1;,
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Electric Literature of 2854-16-2 ,Some common heterocyclic compound, 2854-16-2, molecular formula is C4H11NO, 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.

Example 444-(cyclopropylmethoxy)-N-(2-{[(2-hydroxy-2-methylpropyl)amino]methyl}-4-methyl-1H-indol-5-yl)benzamide4-(Cyclopropylmethoxy)-N-(2-formyl-4-methyl-1H-indol-5-yl)benzamide (298 mg) obtained in Reference Example 41 and 1-amino-2-methylpropan-2-ol (153 mg) were suspended in NMP (3.0 mL), acetic acid (1.0 mL) was added at room temperature, and the mixture was stirred at the same temperature for 2 hr.Sodium triacetoxyborohydride (363 mg) was added, the mixture was stirred at room temperature for 16 hr, and diluted with ethyl acetate, and 2N aqueous sodium hydroxide solution (20 mL) was added at room temperature.The mixture was poured into water, and the organic layer was washed with water and then with saturated brine, dried over sodium sulfate, and concentrated under reduced pressure.The residue was suspended in ethyl acetate, and the precipitate was collected by filtration, washed with ethyl acetate, and dried under reduced pressure to give the title compound (307 mg, yield 85percent) as a brown solid.1H NMR (300 MHz, CDCl3) delta: 0. 34 – 0.43 (2 H, m), 0.63-0.72 (2 H, m), 1.22 (6 H, s), 1.25 – 1.36 (1 H, m), 2.45 (3 H, s), 2.61 (2 H, s), 3.88 (2 H, d, J=7.2 Hz), 4.02 (2 H, s), 6.38 (1 H, d, J=1.1 Hz), 6.98 (2 H, d, J=8.3 Hz), 7.19 (1 H, d, J=8.3 Hz), 7.34 (1 H, d, J=7.6 Hz), 7.58 (1 H, br. s.), 7.88 (2 H, d, J=8.0 Hz), 8.48 (1 H, br. s.).melting point: 186¡ãCelemental analysis (C25H31N3O3*0.2H2O)Calculated: C, 70.63; H, 7.44; N, 9.88.Found: C, 70.57; H, 7.38; N, 9.68.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2854-16-2, its application will become more common.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2522657; (2012); A1;,
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Reference of 33420-52-9, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 33420-52-9, name is 2,2-Difluoropropan-1-ol. A new synthetic method of this compound is introduced below.

G. (R)-3-[N-(5′-Chloro-2′-fluoro-iphenyl-4-ylmethyl)-N’-oxalylhydrazino]-2-hydroxypropionic Acid 2,2-Difluoropropyl Ester (R)-3-[N’-t-Butoxyoxalyl-N-(5′-chloro-2′-fluorobiphenyl-4-ylmethyl)hydrazino]2-hydroxy-propionic acid (15.0 mg, 32 mumol) was combined with HOBt (26.0 mg, 193 mumol) and EDC (34 muL, 0.2 mmol) in DCM (0.2 mL, 4 mmol). The solution was stirred for 10 minutes and 2,2-difluoropropanol (24.7 mg, 257 mumol) was added. The reaction was stirred at room temperature and monitored for completion. After 2 hours, the mixture was concentrated by rotary evaporation and the solvent was removed in vacuo. The resulting residue was dissolved in DCM (124 muL, 1.9 mmol). TFA (124 muL, 1.6 mmol) was added, and the resulting mixture was stirred for 2 hours. The solvent was removed in vacuo and the residue was purified by preparative HPLC to yield the title compound (2.2 mg). MS m/z [M+H]+ calc’d for C21H2O ClF3N2O6, 489.10; found 489.1.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,33420-52-9, 2,2-Difluoropropan-1-ol, and friends who are interested can also refer to it.

Reference:
Patent; HUGHES, Adam D.; FENSTER, Erik; FLEURY, Melissa; GENDRON, Roland; US2013/109639; (2013); A1;,
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Electric Literature of 2854-16-2, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 2854-16-2, name is 1-Amino-2-methylpropan-2-ol. A new synthetic method of this compound is introduced below.

To a suspension of starting material C-1 b (13.5 g, 95.5 mmol) and K2C03 (19.8 g, 143.2 mmol, 1.5 eq.) in DMF (250 mL) is added amine D-1a (10.21 g, 114.5 mmol, 1.2 eq.) in one portion and stirred at 20 C for 16 h. The solvent is evaporated under reduced pressure and the residue is taken up in 100 mL water. The mixture is extracted with ethyl acetate (3 x 50 mL) and the combined organic layers are dried over MgS04 and filtrated. The organic solvent is evaporated under reduced pressure and the crude product is purified using normal phase chromatography (hexane/EtOAc 70:30) to afford pure product E-1a (yield: 95 % – 19.1 g, 90.5 mmol; HPLC-MS: (M+H)+ = 21 1 , tRet. = 0.9 min, method LCMSBAS).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2854-16-2, 1-Amino-2-methylpropan-2-ol, and friends who are interested can also refer to it.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOESE, Dietrich; DAHMANN, Georg; ENGELHARDT, Harald; PETRONCZKI, Mark; SCHARN, Dirk; (0 pag.)WO2019/162323; (2019); A1;,
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Synthetic Route of 2867-59-6, 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. 2867-59-6, name is 3-Aminobutan-1-ol, molecular formula is C4H11NO, 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.

To a solution of 3-aminobutan-1 -ol (500 mg, 5.61 mmol, 1 eq) in anhydrous DCM (25 ml_), cata- lytic amount of DMF (43 mI_, 0.56 mmol, 0.1 eq) was added, followed by dropwise addition of thionyl chloride (610 mI_, 8.414 mmol, 1.5 eq). The reaction was carried out 40C for 1 h, and continued at rt for further 16 h. The solvents were removed in vacuo. The residue was triturated using Et2Patent; RYVU THERAPEUTICS S.A.; DOBRZANSKA, Monika Patrycja; ZAWADZKA, Magdalena Izabela; RADZIMIERSKI, Adam; TOPOLNICKI, Grzegorz Witold; CWIERTNIA, Grzegorz Wojciech; MAHAJAN, Tushar Ravindra; FABRITIUS, Charles-Henry; CHMIELEWSKI, Stefan; GLUZA, Karolina Maria; ALVAREZ, Jose; ROGACKI, Maciej Krzysztof; MROCZKOWSKA, Magdalena; (215 pag.)WO2019/238786; (2019); A1;,
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In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 2854-16-2, name is 1-Amino-2-methylpropan-2-ol, the common compound, a new synthetic route is introduced below. Application In Synthesis of 1-Amino-2-methylpropan-2-ol

General procedure: A suspension of 26c (2.00 g, 5.47 mmol), 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholin-4-ium chloride (2.27 g, 8.21 mmol) and 1-amino-2-methylpropan-2-ol (0.585 g, 6.56 mmol) in THF (25 mL) and 2-propanol (25 mL) was stirred at room temperature for 19 h. The mixture was concentrated in vacuo, acidified with 1 N HCl, and extracted twice with EtOAc. The organic layers were combined, washed with saturated aqueous solution of NH4Cl and brine, dried over anhydrous Na2SO4, and concentrated in vacuo. The residue was purified by silica gel column chromatography (hexane-EtOAc). The product was recrystallized from hexane-EtOAc to give 28h (2.06 g, 89percent) as a white solid.

The synthetic route of 2854-16-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yamamoto, Satoshi; Tomita, Naoki; Suzuki, Yuri; Suzaki, Tomohiko; Kaku, Tomohiro; Hara, Takahito; Yamaoka, Masuo; Kanzaki, Naoyuki; Hasuoka, Atsushi; Baba, Atsuo; Ito, Mitsuhiro; Bioorganic and Medicinal Chemistry; vol. 20; 7; (2012); p. 2338 – 2352;,
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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.

Iodine (3.05 g, 24.0 mmol) and imidazole(1.63 g, 24.0 mmol) were added to a solution of triphenylphosphine(6.29 g, 24.0 mmol) in chloroform (50 mL) at 0C under anitrogen atmosphere, and the mixture was stirred at the sametemperature for 15 min. A solution of 2-cyclopropylethanol(1.72 g, 20.0 mmol) in chloroform (50 mL) was added dropwiseto the reaction mixture, and the mixture was stirred at roomtemperature for 3 h. To the reaction mixture were added saturatedaqueous sodium thiosulfate solution (60 mL) and water (60 mL), and the mixture was extracted with chloroform. Theorganic layer was concentrated under reduced pressure, andthe resulting residue was purified using a silica gel columneluted with 100% n-hexane to afford the desired product(2.14 g, 55%) as a pale yellow oil.Triphenylphosphine (2.86 g, 10.9 mmol) was added to a solutionof the above product (2.14 g, 10.9 mmol) in acetonitrile(5 mL), and the mixture was heated at reflux temperature for15 h. After cooling to room temperature, diethyl ether wasadded to the mixture, and the resulting precipitates were collectedby filtration to afford the target intermediate (3.87 g,77%) as a colorless powder. To a suspension of the above intermediate (3.83 g,8.36 mmol) in THF (60 mL) was added dropwise potassiumhexamethyldisilazane (toluene solution, 0.5 mol/L) (16.7 mL,8.36 mmol) at 0C under a nitrogen atmosphere, and the mixturewas stirred at room temperature for 1 h. After coolingto 0C, a solution of 3-fluoro-4-nitrobenzaldehyde (1.23 g,7.27 mmol) in THF (10 mL) was added dropwise to the reactionmixture, and the mixture was stirred at room temperaturefor 1 h. Saturated aqueous ammonium chloride solution wasadded to the reaction mixture, and the mixture was extractedtwice with ethyl acetate. The organic layer was washed withbrine, dried over anhydrous MgSO4, filtered, and concentratedunder reduced pressure. The resulting residue was purifiedusing a silica gel column eluted with 25% ethyl acetate-nhexaneto afford 24 (1.42 g, 88%) as a brown oil: 1H-NMR(300 MHz, CDCl3) delta: 0.07-0.21 (2H, m), 0.45-0.60 (2H, m),0.74-0.92 (1H, m), 2.14-2.30 (2H, m), 5.96-6.11 (1H, m),6.36-6.45 (1H, m), 7.12-7.31 (2H, m), 7.98-8.08 (1H, m).

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:
Article; Busujima, Tsuyoshi; Tanaka, Hiroaki; Iwakiri, A. Kanako; Shirasaki, Yoshihisa; Munetomo, Eiji; Saito, Masako; Masuko, Aiko; Kitano, Kiyokazu; Io, Fusayo; Kato, B Koji; Kamigaso, Shunsuke; Nozoe, Akiko; Sato, Nagaaki; Chemical and Pharmaceutical Bulletin; vol. 64; 3; (2016); p. 228 – 238;,
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Application of 2854-16-2, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 2854-16-2, name is 1-Amino-2-methylpropan-2-ol. This compound has unique chemical properties. The synthetic route is as follows.

[00274j THF (290 mL), 4-chloro-6-(6-(trifluoromethyl)pyridin-2-yl)-N-(2-(trifluoro-methyl)- pyridin-4-yl)-i,3,5-triazin-2-amine (29.0 g, 0.06893 mol), sodium bicarbonate (8.68 g, 0.1033 mol), and 1,1-dimethylaminoethanol (7.37 g, 0.0827 1 mol) are added to the reaction vessel at 20?35 ¡ãC. The resulting slurry is heated to reflux (75-80 ¡ãC) for 16-20 h. The reaction is cooled to 30-40 ¡ãC and THF evaporated at below 45 ¡ãC under reduced pressure. The reaction mixture is cooled to 20?35 ¡ãC and rinsed with ethyl acetate and water, and the ethyl acetate layer collected. The organic layer is concentrated under vacuum at below 45 ¡ãC then rinsed with dichloromethane and hexanes, filtered and washed with hexanes and dried for 8-iOh at 45-50 ¡ãC under vacuum to provide 2-methyl-i -(4-(6-(trifluoromethyl)pyridin-2-yl)-6-(2-(trifluoromethyl)- pyridin-4-ylamino)- 1,3,5 -triazin-2-ylamino)propan-2-ol.

According to the analysis of related databases, 2854-16-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AGIOS PHARMACEUTICALS, INC.; AGRESTA, Samuel, V.; (135 pag.)WO2016/53850; (2016); A1;,
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Synthetic Route of 3279-95-6, 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 3279-95-6 as follows.

A mixture of 2-(aminooxy)ethanol (3.16 g, 41.0 mmol) and paraformaldehyde (1.23 g, 41.0 mmol) in EtOH (50 ml_) was heated under reflux for 18 h. The solvent was removed under reduced pressure to afford the subtitle compound formaldehyde 0-(2-hydroxyethyl) oxime as a colourless oil (3.56 g, 97%); 1 H NMR delta: 3.57 (2H, q), 4.05-3.96 (2H, m), 4.67 (1 H, t), 6.57 (1 H, d), 7.05 (1 H, d).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3279-95-6, its application will become more common.

Reference:
Patent; RESPIVERT LIMITED; WALTERS, Iain; BIRCH, Louise; HILL-COUSINS, Joseph; COLLINGWOOD, Stephen, Paul; STEVENSON, Christopher, Scott; (126 pag.)WO2017/109513; (2017); A1;,
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Synthetic Route of 15518-10-2, 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. 15518-10-2, name is 3-Amino-2-methylpropan-1-ol, molecular formula is C4H11NO, 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.

7-[(4-fluorophenyl)methyl]-4-hydroxy-N-(3-hydroxy-2-methylpropyl)-2-oxo-1-[2-(2-oxo-1-piperidinyl)ethyl]-1,2-dihydro-1,5-naphthyridine-3-carboxamide This compound was prepared from ethyl 7-[(4-fluorophenyl)methyl]-4-hydroxy-2-oxo-1-[2-(2-oxo-1-piperidinyl)ethyl]-1,2-dihydro-1,5-naphthyridine-3-carboxylate and 3-amino-2-methyl-1-propanol using methods similar to Example 563 to provide an orange solid: 1H NMR (300 MHz, DMSO-d6) delta ppm 0.89 (d, J=6.95 Hz, 3H) 1.52-1.65 (m, 4H) 1.79-1.88 (m, 1H) 2.03 (t, J=6.00 Hz, 2H) 3.20-3.47 (m, 6H) 3.51 (t, J=6.00 Hz, 2H) 4.16 (s, 2H) 4.40 (t, J=6.11 Hz, 2H) 4.64 (s, 1H) 7.11-7.17 (m, 2H) 7.38-7.43 (m, 2H) 8.20 (d, J=1.47 Hz, 1H) 8.56 (d, J=1.47 Hz, 1H) 10.38 (t, J=5.90 Hz, 1H) 17.24 (s, 1H); ES+MS: 511 (M+H+).

According to the analysis of related databases, 15518-10-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ViiV Healthcare Company; Shionogi & Co., Ltd.; JOHNS, Brian Alvin; BOROS, Eric Eugene; KAWASUJI, Takashi; KOBLE, Cecilia S.; KUROSE, Noriyuki; MURAI, Hitoshi; SHERRILL, Ronald George; WEATHERHEAD, Jason G.; US2015/225399; (2015); A1;,
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