Tag: M.W=0-100

Adding a certain compound to certain chemical reactions, such as: 16545-68-9, Cyclopropanol, 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, Safety of Cyclopropanol, blongs to alcohols-buliding-blocks compound. Safety of Cyclopropanol

Cyclopropanol (113 mg,1.94 mmol) was added to NaHMDS (1 M,2.07 mL, 2.07 mmol) at 0 C under nitrogen. The mixture wasstirred at 0 C for 0.5 h. Compound 76 (300 mg, 646 mmol) in THF(3 mL) was then added dropwise. The mixture was stirred at 25 Cfor 1 h. TLC showed that starting material 76 was depleted. Thereaction was quenched with aqueous saturated ammonium chloride solution, extracted with ethyl acetate (20 mL 3), and washedwith brine (20 mL 2). The organic layer was dried with anhydroussodium sulfate and concentrated to give a residue. The residue wasdissolved in acetonitrile (3 mL) and purified by preparative HPLC togive compound 61 (82 mg, 208 mmol, 32.2% yield, 98.6% purity). 1HNMR (400 MHz, chloroform-d) d (ppm) 7.38e7.86 (m, 7H), 5.32 (br,s, 1H), 4.51e4.65 (m, 1H), 4.13e4.24 (m, 1H), 3.68e3.84 (m, 4H),3.08e3.15 (m, 2H),1.61 (d, J 4.0 Hz, 6H), 0.88 (br, s, 2H), 0.74e0.75(m, 2H). 13C NMR (126 MHz, DMSO-d6) d (ppm) 168.34, 153.56,140.90, 140.77, 140.59, 137.94, 135.48, 131.21, 130.97, 130.75, 130.55,129.25, 128.99, 128.83, 127.92, 127.71, 126.78, 119.09, 118.30, 118.08,117.55, 68.82, 68.11, 67.95, 53.75, 30.61, 30.02, 29.95, 29.39, 22.41,5.79, 5.76. ESI-TOF HRMS: m/z 395.1974 (C23H26N2O4 H requires395.1973).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,16545-68-9, Cyclopropanol, and friends who are interested can also refer to it.

Reference:
Article; Lin, Wenwei; Yang, Lei; Chai, Sergio C.; Lu, Yan; Chen, Taosheng; European Journal of Medicinal Chemistry; vol. 108; (2016); p. 505 – 528;,
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Electric Literature of 534-03-2, 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. 534-03-2, name is 2-Aminopropane-1,3-diol, molecular formula is C3H9NO2, 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.

Example 121; 3-[“2-([“3-(diethylamino)propyl]amino}-8-(2,6-difluorophenylV7-oxo-7,8- dihydropyrido[2,3-^]pyrimidin-4-yll-Lambdar-r2-hvdroxy-l-(hvdroxymethyl’)ethyl]-4- methylbenzamideTo the compound 3-[2-{[3-(diethylamino)propyl]amino}-8-(2,6- difluorophenyl)-7-oxo-7,8-dihydropyrido[2,3-(f]pyrimidin-4-yl]-4-methylbenzoic acid (40 mg, 0.074 mmol) in THF (2 mL) were added HBTU (30 mg, 0.079 mmol) and serinol (35 mg, 0.37 mmol). The mixture was stirred at rt overnight. Solvent was removed by rotovap. Separation by HPLC with TFA, followed by neutralization with SPE amine cartridge afforded the title compound (40 mg, 88%). LC-MS m/z 595 (M+H)+.

According to the analysis of related databases, 534-03-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXO GROUP LIMITED; WO2006/104915; (2006); A2;,
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Adding a certain compound to certain chemical reactions, such as: 110-73-6, 2-(Ethylamino)ethanol, 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, category: alcohols-buliding-blocks, blongs to alcohols-buliding-blocks compound. category: alcohols-buliding-blocks

18a. Ethyl(2-(nitrooxy)ethyl)ammonium nitrate Ethyl(2-(hydroxy)ethyl)amine (5 g, 56 mmol) in EtOAc (60 mL) was added drop-wise to a mixture of fuming HNO3 (17.7 g, 11.8 mL, 280 mmol) and Ac2O (45.8 g, 42.3 mL, 448 mmol) at -10 C. The reaction mixture was stirred at -10 C. for 30 minutes and diluted with EtOAc and hexane. The oil layer was separated and dried in high vacuo to give the title compound (8.4 g, 76% yield) as a pale green oil. 1H NMR (300 MHz, d6-DMSO) delta 8.60-8.95 (bs, 2H), 4.84 (m, 2H), 3.37-3.49 (m, 2H), 3.02-3.16 (m, 2H), 1.24 (t, J=7.2 Hz, 3H). 13C NMR (75 MHz, d6-DMSO) delta 69.1, 43.6, 42.6, 11.0. Mass spectrum (API-TIS) m/z 135 (MH+).

The synthetic route of 110-73-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NitroMed, Inc.; US2004/24057; (2004); A1;,
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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 927-74-2, name is 3-Butyn-1-ol. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 3-Butyn-1-ol

To a stirred solution of the product of Preparation 17 (4.5 g, 16.3 mmol) in diethylamine (100 mL) was added but-3-yn-l-ol (1.9 mL, 32.6 mmol), Pd(PPh3)2Cl2 (500 mg, 1.63 mmol) and Cul (154 mg, 0.815 mmol) and resulting mixture was stirred for 17 h at room temperature. The solvent was then removed under reduced pressure and the residue was dissolved in diethyl ether (200 mL) and this solution was filtered to remove salts. The solvent was then removed under reduced pressure and the crude product was purified by silica gel chromatography (60 % EtOAc/Hexane) to afford the title intermediate (3.03 g, 91% yield).

With the rapid development of chemical substances, we look forward to future research findings about 927-74-2.

Reference:
Patent; THERAVANCE, INC.; WO2006/23457; (2006); A1;,
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Application of 534-03-2, 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 534-03-2, name is 2-Aminopropane-1,3-diol. This compound has unique chemical properties. The synthetic route is as follows.

Part I – Synthesis of 2-dibenzylamino-propane-1,3-diol [0316] Serinol (2.0 g, 22 mmol) and potassium carbonate (9.1 g, 66 mmol) were combined inethanol (50 mL). Benzyl bromide (5.2 mL, 44 mmol) was added and the reaction was stirred144wo 2013/169704 PCT/US2013/039839at reflux for 12 hours. The reaction mixture was concentrated, re-suspended in ethyl acetate,and washed with water and brine, dried (N a2S04), concentrated, and precipitated from etherto give 2-dibenzylamino-propane-1,3-diol. LCMS (ESI): calc. C17H21N02 = 271; obs. M+H= 272.

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 534-03-2, 2-Aminopropane-1,3-diol.

Reference:
Patent; MERCK SHARP & DOHME CORP.; LYCERA CORPORATION; AICHER, Thomas; BARR, Kenneth; LAPOINTE, Blair; SIMOV, Vladimir; STEIN, Karin; THOMAS, William; TOOGOOD, Peter; VAN HUIS, Chad; WHITE, Catherine; WO2013/169704; (2013); A2;,
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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.14320-38-8, name is Cyclopent-3-enol, molecular formula is C5H8O, molecular weight is 84.12, as common compound, the synthetic route is as follows.category: alcohols-buliding-blocks

To an ice-cooled solution of 4-hydroxycyclopentene (50.0 g, 0.594 mol) and imidazole (80.9 g, 1.19 mol) in N,N-dimethylformamide (300 mL) was slowly added tert-butyldiphenylsilyl chloride (180 g, 0.65 mmol). The reaction mixture was warmed toroom temperature. After 16 h, the reaction mixture was diluted with water (1 L) and ethyl acetate (500 mL). The aqueous layer was extracted with ethyl acetate (2 x 200 mL). The combined organics were washed sequentially with water (3 x 300 mL) and saturated aqueous sodium chloride solution (2 x 200 mL). The collected organic was dried over anhydrous sodium sulfate, filtered, and concentrated. Purification by flash column chromatography(15:1 petroleum ether / ethyl acetate) providedtert-butyl(cyclopent-3-en-1-yloxy)diphenylsilane (188 g, 98 %) as a colorless oil. 1H NMR (400 MHz, CDC13): oe: 7.69 – 7.66 (m, 4H), 7.43 – 7.38 (m, 6H), 5.63 – 5.60 (m, 2H), 4.58 – 4.53 (m, 1H), 2.46 – 2.38 (m, 4H), 1.61 (s, 9H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,14320-38-8, Cyclopent-3-enol, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; LYSSIKATOS, Joseph P.; LIU, Wen; SIU, Michael; ESTRADA, Anthony; PATEL, Snahel; LIANG, Guibai; HUESTIS, Malcolm; CHEN, Kevin; WO2015/91889; (2015); A1;,
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Synthetic Route of 109-83-1 ,Some common heterocyclic compound, 109-83-1, molecular formula is C3H9NO, 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 4: Preparation of the compound of formula; (a) Alkylating agent; A mixture of 21.5g 2-hydroxyethyl-methylamine are neutralized with hydrochloric acid and evaporated to dryness.The salt is suspended in chloroform and cooled with stirring to O0C and then 41.Og thionyl chloride are added in small amounts maintaining the temperature at O0C by external cooling. After completion of the addition the reaction is finished by heating to reflux and autgassing the mixture.The solution is evaporated to dryness; the 2-chloroethyl-methylamine used as chlorohydrate in the following step.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,109-83-1, its application will become more common.

Reference:
Patent; CIBA SPECIALTY CHEMICALS HOLDING INC.; WO2007/25889; (2007); A2;,
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Application of 2002-24-6, 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. 2002-24-6, name is 2-Aminoethanol hydrochloride. A new synthetic method of this compound is introduced below.

9-(2′-Hydroxyethylamino)-4-methoxy-1-nitroacridine 4-Methoxy-1-nitro-9-phenoxyacridine (0.346 g) is dissolved in phenol (30 g), ethanolamine hydrochloride (0.12 g) is added and the mixture is heated at 80 C. for 1.5 hour. The reaction mixture is cooled to room temperature, diluted with dry ether (20 ml), slowly poured into dry ether (200 ml) and acidified with ethereal solution of hydrogen chloride. The resulting precipitate is filtered off, washed several times with ether and crystallized from absolute ethanol-ether (5:1) to give 9-(2′-hydroxyethylamino)-4-methoxy-1-nitroacridine monohydrochloride as yellow crystals (0.27 g, 77% yield), m.p. 210-212 C. (decomp.) 1H NMR (for a free base) (d6DMSO): delta10.18 (s, 1 H, NH), 7.78 (d, 1 H, J=7.8 Hz, H-8), 7.67 (d, 1 H, J=8.3 Hz, H-5), 7.47 (t, 1 H, J=7.8 Hz, H-6), 7.36 (d, 1 H, J=8.8 Hz), 7.10 (m, 2 H, H-3, H-7), 4.31 (t, 1 H, J=5.4 Hz, OH), 3.70 (t, 2 H, J=6.4 Hz, H-1′), 3.64 (q, 2 H, J=6.3 Hz, H-2′).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2002-24-6, its application will become more common.

Reference:
Patent; Tiwari, Raj; Miller, Daniel G.; Konopa, Jerzy Kazimierz; Wysocka-Skrzela, Barbara; US2002/37831; (2002); 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.14320-38-8, name is Cyclopent-3-enol, molecular formula is C5H8O, molecular weight is 84.12, as common compound, the synthetic route is as follows.HPLC of Formula: C5H8O

To an ice-cooled solution of 4-hydroxycyclopentene (50.0 g, 0.594 mol) and imidazole (80.9 g, 1.19 mol) in N,N-dimethylformamide (300 mL) was slowly added tert-butyldiphenylsilyl chloride (180 g, 0.65 mmol). The reaction mixture was warmed toroom temperature. After 16 h, the reaction mixture was diluted with water (1 L) and ethyl acetate (500 mL). The aqueous layer was extracted with ethyl acetate (2 x 200 mL). The combined organics were washed sequentially with water (3 x 300 mL) and saturated aqueous sodium chloride solution (2 x 200 mL). The collected organic was dried over anhydrous sodium sulfate, filtered, and concentrated. Purification by flash column chromatography(15:1 petroleum ether / ethyl acetate) providedtert-butyl(cyclopent-3-en-1-yloxy)diphenylsilane (188 g, 98 %) as a colorless oil. 1H NMR (400 MHz, CDC13): oe: 7.69 – 7.66 (m, 4H), 7.43 – 7.38 (m, 6H), 5.63 – 5.60 (m, 2H), 4.58 – 4.53 (m, 1H), 2.46 – 2.38 (m, 4H), 1.61 (s, 9H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,14320-38-8, Cyclopent-3-enol, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; LYSSIKATOS, Joseph P.; LIU, Wen; SIU, Michael; ESTRADA, Anthony; PATEL, Snahel; LIANG, Guibai; HUESTIS, Malcolm; CHEN, Kevin; WO2015/91889; (2015); A1;,
Alcohol – Wikipedia,
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Application of 109-83-1 ,Some common heterocyclic compound, 109-83-1, molecular formula is C3H9NO, 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 4: Preparation of the compound of formula; (a) Alkylating agent; A mixture of 21.5g 2-hydroxyethyl-methylamine are neutralized with hydrochloric acid and evaporated to dryness.The salt is suspended in chloroform and cooled with stirring to O0C and then 41.Og thionyl chloride are added in small amounts maintaining the temperature at O0C by external cooling. After completion of the addition the reaction is finished by heating to reflux and autgassing the mixture.The solution is evaporated to dryness; the 2-chloroethyl-methylamine used as chlorohydrate in the following step.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,109-83-1, its application will become more common.

Reference:
Patent; CIBA SPECIALTY CHEMICALS HOLDING INC.; WO2007/25889; (2007); A2;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts