Tag: M.W=0-100

Reference of 627-30-5 ,Some common heterocyclic compound, 627-30-5, molecular formula is C3H7ClO, 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.

The 4-CHLORO-7- (3-CHLOROPROPOXY)-6-METHOXYQUINAZOLINE used as a starting material was prepared as follows:- Ammonium formate (45 g) was added portionwise over 1.25 hours to a stirred mixture of 7-benzyloxy-6-methoxy-3,4-dihydroquinazolin-4-one (International Patent Application WO 02/16352, Example 1 thereof; 20 g), 10% palladium-on-carbon catalyst (3.3 g) and DMF (530 ml) and the reaction mixture was stirred for an additional 30 minutes. The catalyst was removed by filtration and the solvent was evaporated. There was thus obtained 7-hydroxy- 6-methoxy-3,4-dihydroquinazolin-4-one (8.65 g); NMR Spectrum: (DMSOD6) 3.9 (s, 3H), 7.0 (s, 1H), 7.45 (s, 1H), 7.9 (s, 1H). A mixture of the material so obtained, acetic anhydride (63 ml) and pyridine (7.5 ml) was heated to 100C for 4.5 hours. The resultant mixture was allowed to stand at ambient temperature for 16 hours. The mixture was poured into a stirred mixture (400 ml) of ice and water. The resultant precipitate was isolated and dried under vacuum. Analysis revealed that hydrolysis of the acetate group on the 4 position of the quinazoline was incomplete. The mixture was therefore further hydrolysed with water (150 ml) and pyridine (a few drops) at 90C for 15 minutes. The resultant mixture was cooled to ambient temperature and the solid was collected by filtration, washed with water and dried under vacuum. There was thus obtained 7-ACETOXY-6-METHOXY-3, 4-dihydroquinazolin-4-one (7.4 g); NMR Spectrum: (DMSOD6) 2.3 (s, 3H), 3.9 (s, 3H), 7.45 (s, 1IN), 7.65 (s, 1H), 8. 05 (s, 1H). A mixture of A portion (2 g) of the material so obtained, thionyl chloride (32 ml) and DMF (5 drops) was stirred and heated to reflux for 1.5 hours. The mixture was cooled to ambient temperature and the excess of thionyl chloride was evaporated. Toluene was added to the residue and evaporated. The resultant residue was diluted with methylene chloride (15 ml) and a 10% ammonia solution in methanol (80 ml) was added and the mixture was heated to 80C for 10 minutes. The mixture was cooled to ambient temperature and evaporated. Water was added to the residue and the mixture was neutralised by the addition of dilute aqueous hydrochloric acid solution. The resultant precipitate was collected by filtration and dried under vacuum at 35C for 16 hours. There was thus obtained 4-chloro- 7-hydroxy-6-methoxyquinazoline (1.65 g); NMR Spectrum: (DMSOD6) 4.0 (s, 3H), 7.25 (s, 1H), 7.4 (s, 1H), 8.8 (s, 1H). Di-tert-butyl azodicarboxylate (2.3 g) was added portionwise over a few minutes to a stirred mixture of 4-chloro-7-hydroxy-6-methoxyquinazoline (1.65 g), 3-chloropropanol (0.7 ml), triphenylphosphine (2.6 g) and methylene chloride (100 ml) and the reaction mixture was stirred at ambient temperature for 2 hours. The mixture was concentrated to a volume of about 30 ml by evaporation and the residue was purified by column chromatography on silica using increasingly polar mixtures of petroleum ether (b. p 40-60C) and ethyl acetate as eluent. There was thus obtained 4-CHLORO-7- (3-CHLOROPROPOXY)-6-METHOXYQUINAZOLINE as a white solid (2 g); NMR Spectrum: (DMSOD6) 2.3 (m, 2H), 3. 8 (m, 2H), 4.05 (s, 3H), 4.4 (m, 2H), 7.45 (s, 1H), 7.55 (s, 1H), 8.9 (s, 1H).

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. 627-30-5, 3-Chloropropan-1-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2004/81000; (2004); A1;,
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Application of 927-74-2, Adding some certain compound to certain chemical reactions, such as: 927-74-2, name is 3-Butyn-1-ol,molecular formula is C4H6O, 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 927-74-2.

General procedure: To a solution of 3-butyn-1-ol 10 (1.2 equiv.) in tert-BuOH (40 mL) and H2O (40 mL), CuSO4·5H2O (0.25 equiv.), sodium ascorbate (0.5 equiv.), aryl/alkyl azide 9 (1.1 equiv.) and triethylamine (1.0 equiv.) were added. The mixture was stirred at r.t. under N2 for 4 h, and then concentrated in vacuo. The residue was extracted with CH2Cl2 (3 × 30 mL). The organic layer was dried over MgSO4, filtered, and concentrated under reduced pressure. The obtained triazoles were used for the next reaction without further purification.

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. 927-74-2, 3-Butyn-1-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Giofre, Salvatore V.; Romeo, Roberto; Carnovale, Caterina; Mancuso, Raffaella; Cirmi, Santa; Navarra, Michele; Garozzo, Adriana; Chiacchio, Maria A.; Molecules; vol. 20; 4; (2015); p. 5260 – 5275;,
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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 96-35-5, name is Methyl 2-hydroxyacetate. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of Methyl 2-hydroxyacetate

[00382] Step A: Preparation of 4-oxotetrahvdrofuran-3-carbonitrile: To a suspension of KOtBu (996.6 mg, 8.881 mmol) in THF (640.4 mg, 8.881 mmol) cooled to 0 C was added dropwise methyl 2-hydroxyacetate (675.7 iL, 8.881 mmol) and stirred for 10 minutes. The acrylonitrile (589.1 mu, 8.881 mmol) was then added and the reaction stirred at ambient temperature. After 3 hours, the reaction was diluted with H20 (50 mL), then extracted with Et20 (25 mL) to remove any starting ester. The basic aqueous phase was acidified with 2M HC1 (5 mL), then extracted with Et20 (2 x 50 mL). The combined organic phases were dried with MgS04, filtered, and concentrated to afford a light brown oil (446 mg, 45.2% yield). 1H NMR (CDC13) delta 4.63 (t, 1H), 4.24 (t, 1H), 4.14 (d, 1H), 4.02 (d, 1H), 3.57 (t, 1H).

With the rapid development of chemical substances, we look forward to future research findings about 96-35-5.

Reference:
Patent; ARRAY BIOPHARMA INC.; BRANDHUBER, Barbara, J.; JIANG, Yutong; KOLAKOWSKI, Gabrielle, R.; WINSKI, Shannon, L.; WO2014/78322; (2014); 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. 616-29-5, name is 1,3-Diaminopropan-2-ol, the common compound, a new synthetic route is introduced below. COA of Formula: C3H10N2O

Step 1[00207] l,3-diamino-2-propanol (XXXIX) (1.6 g, 17.75 mmol) was dissolved in water (3 ml/mmol, 53 mL) and then aq. 5% NaHC03 was added until pH was ~9, followed by acetone. The mixture was cooled to 0 C before adding a solution of B0C2O (7.74 g, 35.5 mmol) in acetone (2 mL/mmol, 35.5 ml) slowly dropwise over 2 h. The reaction mixture was allowed to warm to room temperature and stirred overnight. The acetone was evaporated under vacuum and the aqueous residue was washed with Et20 (x3). The organic layers were combined and dried over anhydrous MgS04. The solvent was removed under reduced pressure to give the crude product as a dark yellow oil. The crude product was crystallized from Et20/hexane to give tert- butyl 2-hydroxypropane-l,3-diyldicarbamate (XL) (3.71 g, 12.78 mmol,72% yield). 1H NMR (CDCI3) delta ppm 1.40 (s,18H), 3.06-3.27 (m, 4H), 3.61-3.67 (m, 1H), 4.00 (brs, 1H), 5.16-5.4 (m, 2H). ESIMS found for Ci3H26N205 m/z 313.6 (M+Na).

The synthetic route of 616-29-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; REMPEX PHARMACEUTICALS, INC.; GLINKA, Tomasz; HIGUCHI, Robert; HECKER, Scott; EASTMAN, Brian; RODNY, Olga; WO2012/109164; (2012); A1;,
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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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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. 764-48-7, name is Ethylene Glycol Vinyl Ether. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C4H8O2

10109] Compound 4a, 1 -(6-hydroxynaphthalen-2-yl)etha-none, was synthesized by the inventors.10110] Specifically, starting materials for synthesis such as6-bromo-2-naphthol (2.0 g, 8.97 mmol), Pd(OAc)2 (100mg,0.45 mmol), DPPP (370 mg, 0.9 mmol), and ethylene glycol (3 mE) were added to an oven-dried flask with two necks and charged with argon gas. Oxygen present in the mixture was removed by adding the argon gas to the resulting mixture, and ethyleneglycolvinylether (2.41 mE, 27 mmol) and Et3N obtained distillation (3.12 mE, 22.4 mmol) were sequentially added. The mixture was stirred at 145 C. for 4 hours using a silicone oil containet The mixture was cooled to room temperature and stirred with dichloromethane (15 mE) and a 5% HC1 aqueous solution (30 mE) at room temperature for 1 hout The resulting mixture was extracted with dichioromethane (2×30 mE), and an organic layer was washed with water (30 mE) and dehydrated with anhydrous sodium sulfate (6 g). The solvent was removed under a reduced pressure condition of 40 mbar, and the resulting product was purified by column chromatography through a silica gel (Merck-silicagel 60, 230-400 mesh; using CH2C12 as a developer), thereby obtaining a solid, Compound 4a(1.33 g, 80%).10111] ?H NMR (CDC13, 300 MHz, 298 K, oe): 8.41 (1H, s), 7.98 (1H, dd, J=8.7, 1.6 Hz), 7.87 (1H, d, J=8.7 Hz), 7.70 (1H, d, J=8.7 Hz), 7.16 (1H, dd, J=8.7, 1.6 Hz), 5.4 (1H, s), 2.71 (3H, s); mp 172 C.

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, 764-48-7, Ethylene Glycol Vinyl Ether.

Reference:
Patent; POSTECH ACADEMY-INDUSTRY FOUNDATION; AHN, Kyo Han; MOON, Hyunsoo; KIM, Dokyoung; SINGHA, Subhankar; ROY, Basab; SAMBASIVAN, Sunderraman; (45 pag.)US2017/327509; (2017); A1;,
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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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Reference of 124-68-5, 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.124-68-5, name is 2-Amino-2-methyl-1-propanol, molecular formula is C4H11NO, molecular weight is 89.1362, as common compound, the synthetic route is as follows.

D16(c) tert-butyl (l-hydroxy-2-methylpropan-2-yl)carbamate Di-tert-butyl dicarbonate (118 g, 539 mmol) was added slowly to a solution of 2-amino-2- methylpropan-lol (40 g, 449 mmol), sodium bicarbonate (0.82 g, 9.76 mmol) and sodium carbonate (0.82 g, 7.74 mmol) in l,4-dioxane(120 mL)/water (40 mL) at 0 C with stirring. Then, the reaction mixture was stirred at 25 C for 6 h, concentrated, and then EtOAc (1000 mL) was added. The organic phase was washed with water and saturated brine, dried over sodium sulphate, and concentrated in vacuo to afford the title compound (94 g, 111%>) as a white solid.

Statistics shows that 124-68-5 is playing an increasingly important role. we look forward to future research findings about 2-Amino-2-methyl-1-propanol.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; SANG, Yingxia; WAN, Zehong; ZHANG, Qing; WO2014/114694; (2014); 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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Related Products of 764-48-7, 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 764-48-7, name is Ethylene Glycol Vinyl Ether. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A dry and argon-flushed 10 mL Schlenk tube, equipped with a stirring bar and septum, wascharged with 2-(vinyloxy)ethanol (5, 132 mg, 1.50 mmol, 1.50 equiv) in Et2O (1.5 mL). Then,iPrMgBr (1.55 mmol, 1.55 equiv) was added dropwise at 25 C. After 5 min of stirring,Sc(OTf)3 (49.2 mg, 0.10 mmol, 0.10 equiv) and aldehyde 6 (1.00 mmol, 1.00 equiv) weresuccessively added and the reaction mixture was stirred at 40 C for the given time. After afull conversion was detected by GC-analysis, sat. aq. NH4Cl (15 mL) was added and theaqueous layer was extracted with EtOAc (3 x 15 mL). The combined organic layers weredried over Na2SO4, filtered and solvent was removed under reduced pressure. Purification viacolumn chromatography (SiO2) afforded expected products 4.

According to the analysis of related databases, 764-48-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Quinio, Pauline; Kohout, Laura; Roman, Daniela Sustac; Gaar, Jakob; Karaghiosoff, Konstantin; Knochel, Paul; Synlett; vol. 27; 11; (2016); p. 1715 – 1719;,
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