Tag: M.W=100-200

Reference of 454-31-9, 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. 454-31-9, name is Ethyl 2,2-difluoroacetate, This compound has unique chemical properties. The synthetic route is as follows.

To a stirred solution ofbicyclo[3. l.0]hexan-3-one (125 g, 1274 mmol) in THF (1500 mL) under N2 atmosphere at -78 C was added LDA (2.0 M in THF, 0.701 L, 1402 mmol). The solution was stirred for 1 h at -78 C. To the solution was added slowly over 30 minutes a solution of ethyldifluoroacetate (174 g, 1402 mmol) in THF (300 mL) maintaining a temperature of -78 C. The reaction mixture was allowed to warm to 27 C and was then stirred for 1 h. Progress of the reaction was monitored by TLC (SiC, 20% Acetone/Hexane, Rf = 0.3, UV -active). The reaction mixture was quenched via the addition of aq. HC1 (1N, 2000 mL). The mixture was stirred for 30 min. and then was extracted with EtOAc (3 x 1000 mL). The combined organic layers were washed with brine (1000 mL), dried over anhydrous NaiSCL and filtered. The filtrate was concentrated under reduced pressure to afford 2-(2,2-difluoroacetyl)bicyclo[3. 1.0]hexan-3-one as a pale yellow viscous liquid, 180 g (71%). NMR (400 MHz, CDCb) d = 6.18 (t, J= 54.8 Hz, 1H), 2.70 – 2.62 (m, 1H), 2.35 (d, J= 19.4 Hz, 1H), 2.14 (br s, 1H), 1.26 – 1.21 (m, 1H), 1.04-1.03 (m, 1H), 0.22-0.21 (m, 1H), LCMS: M/Z = 173.17).

The chemical industry reduces the impact on the environment during synthesis Ethyl 2,2-difluoroacetate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; VIIV HEALTHCARE UK (NO.5) LIMITED; BOWSHER, Michael S.; GILLIS, Eric P; PARCELLA, Kyle E.; (0 pag.)WO2020/89778; (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. 4897-84-1, name is Methyl 4-bromobutanoate, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of Methyl 4-bromobutanoate

Triphenyl phosphine (13.2 g, 50.2 mmol) was added to a solution of methyl 4-bromobutyrate (9.84 g, 52.7 mmol) in 200 ml dry THF and refluxed for 3 days. White solid precipitated from the solution; the reaction mixture was used in the next step without further purification.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 4897-84-1.

Reference:
Patent; ArQule, Inc.; US6753449; (2004); B2;,
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Reference of 56741-34-5, 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. 56741-34-5, name is Methyl 5-amino-2-fluorobenzoate, This compound has unique chemical properties. The synthetic route is as follows.

Step 3 Preparation of 1-[1-(2-toluoylmethyl)-2-oxo-5-pivaloyl-8-methyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-3-yl]-3-(3-methoxycarbonyl-4-fluorophenyl)urea Methyl 5-amino-2-fluorobenzoate (241 mg) was dissolved in tetrahydrofuran (43 ml), under ice-cooling triphosgene (142 mg) was added and triethylamine (123 mul) were added five times every 3 minutes, a solution of 1-(2-toluoylmethyl)-2-oxo-3-amino-5-pivaloyl-8-methyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepine (528 mg) in tetrahydrofuran (20 ml) was added thereto, and the mixture was allowed to come to room temperature and stirred at room temperature for 2 hours. The reaction mixture was concentrated under reduced pressure, water (50 ml) was added, and extracted with methylene chloride. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, the solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography(n-hexane:ethyl acetate=2:1), to thereby obtain 543 mg of the titled compound (Yield: 69.3%). 1H-NMR(CDCl3) delta: 1.05(9H, s), 2.39(3H, s), 2.47(3H, s), 3.84(3H, s), 3.84-3.39(1H, m), 4.39(1H, t), 4.45(1H, d), 4.84-4.92(1H, m), 5.55(1H, d), 6.57(1H, d), 6.91(1H, dd), 7.02(1H, s), 7.11-7.29(4H, m), 7.38-7.45(3H, m), 7.68(1H, d), 7.86(1H, dd)

The chemical industry reduces the impact on the environment during synthesis Methyl 5-amino-2-fluorobenzoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Zeria Pharmaceutical Co., Ltd.; US6239131; (2001); B1;,
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Reference of 2318-25-4, These common heterocyclic compound, 2318-25-4, name is Ethyl 3-ethoxy-3-iminopropionate hydrochloride, 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 3C; Preparation of 2-ethoxy-8-thiomethyl-4-hydroxyquinoline (3C4); Step A; The imidate salt 3A2 (1.4 g, 7.2 mmol, 1 eq.) was combined with 2-(methylthio)aniline EPO 3C1 (0.96 g, 7.50 mmol, 1 eq.) in ethanol (15 ml.) under an N2 atmosphere. The reaction mixture was stirred at RT. (1 h) and monitored by HPLC. The reaction mixture was concentrated and then ether was added and the mixture filtered. The solids were washed with ether and the combined ether washes concentrated in vacuo. The resulting adduct 3C2 was obtained as a yellow oil (1.66 g, 82percent) and used as is in the next step. MS electrospray: (M + H)+; 282 and (M – H)”; 280.

Statistics shows that Ethyl 3-ethoxy-3-iminopropionate hydrochloride is playing an increasingly important role. we look forward to future research findings about 2318-25-4.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GmbH; BOEHRINGER INGELHEIM PHARMA GmbH & CO KG; WO2007/9227; (2007); A1;,
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Synthetic Route of 25597-16-4, The chemical industry reduces the impact on the environment during synthesis 25597-16-4, name is Ethyl 4,4,4-trifluorocrotonate, I believe this compound will play a more active role in future production and life.

EXAMPLE 14 STR89 Step A: Preparation of 4,4,4-Trifluorocrotonic acid A solution of ethyl 4,4,4-trifluorocrotonate (9.85g, 65.9 mmole) and 1N NaOH (92.3 mL, 92.3 mmole) in THF (24 mL) was stirred at room temperature for 3 hours. The pH was brought to 1 with conc. HCl and the mixture extracted with Et2 O (3*). The combined extracts were dried (MgSO4) and concentrated in vacuo to afford the title compound as an oil. NMR (CDCl3): delta 6.55 (d, 1H); 6.89 (dq, 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, Ethyl 4,4,4-trifluorocrotonate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Merck & Co., Inc.; US6048869; (2000); A;,
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Adding a certain compound to certain chemical reactions, such as: 18595-12-5, name is Methyl 5-amino-2-methylbenzoate, belongs to esters-buliding-blocks compound, 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 18595-12-5, Safety of Methyl 5-amino-2-methylbenzoate

General procedure: To a solution of compound 11a (154 mg, 1.0 mmol) in anhydrous CH2Cl2 (10 mL) was added 3,5-dichlorobenzoyl chloride (209 mg, 1.0 mmol) and pyridine (241 mL 3.0 mmol) under ice bath. After stirring at room temperature for about 8 h, the solvent was removed in vacuum. The resulting residue was dissolved in NaOH (1 M) water solution (3 mL) and CH3OH (3 mL) and stirred for another 2 h. Then the solvent was removed under vacuum, and the residue was acidied to pH 2 or below with HCl (1 M) water solution. The solution was extracted with ethyl acetate twice and the combined organics were dried over anhydrous sodium sulfate and concentrated in vacuum. The resulting residue was puried by silica gel chromatography to give the desired compound as a white solid (234 mg, yield 85.0%)

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Reference:
Article; Gao, Ding-Ding; Dou, Hui-Xia; Su, Hai-Xia; Zhang, Ming-Ming; Wang, Ting; Liu, Qiu-Feng; Cai, Hai-Yan; Ding, Hai-Peng; Yang, Zhuo; Zhu, Wei-Liang; Xu, Ye-Chun; Wang, He-Yao; Li, Ying-Xia; European Journal of Medicinal Chemistry; vol. 154; (2018); p. 44 – 59;,
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Reference of 33689-29-1, These common heterocyclic compound, 33689-29-1, name is Methyl 1-hydroxycyclopropanecarboxylate, 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 a stirred 0 C solution of methyl l -hydroxyeyclopropane-I- carboxylate (1 16 mg, 1.00 mmol, 1.00 equiv) in DMF (4 mL) was added sodium hydride (60 mg, 1.50 mmol, 1.50 equiv, 60% in mineral oil) in several batches. The resulting reaction mixture was stirred for 0.5 h at 0 C, then 2-(bromomethyl)-l,4- dichlorobenzene (238 mg, 0.99 mmol, 0.99 equiv) was added. The resulting reaction mixture was stirred for 1 h at room temperature and quenched by the addition of water (20 mL). The resulting solution was extracted with ethyl acetate (3×20 mL) and the combined organic layers washed with, brine (20 mL), dried over anhydrous sodium sulfate, and concentrated under reduced pressure to provide 270 mg (98%) of 85a as a yellow oil.

The synthetic route of 33689-29-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARDELYX, INC.; LEWIS, Jason, G.; REICH, Nicholas; CHEN, Tao; JACOBS, Jeffrey W.; CHARMOT, Dominique; NAVRE, Marc; FINN, Patricia; CARRERAS, Christopher; SPENCER, Andrew; WO2013/96771; (2013); 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. 10602-06-9, name is Methyl 3-ethynylbenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: Methyl 3-ethynylbenzoate

General procedure: To a solution of 9 (9.1 mmol) in THF (18 mL) at room temperature were added alkyne S4-6 (2.0 mL, 14 mmol), PdCl2(PPh3)2 (320 mg, 0.46 mmol), CuI (174 mg, 0.92 mmol) and Et3N (2.5 mL, 18 mmol). After being stirred at room temperature for 1 h, the reaction mixture was quenched with saturated aqueous NH4Cl. The mixture was extracted with AcOEt, washed with saturated aqueous NH4Cl, H2O and brine, dried over Na2SO4, and concentrated. The residue was purified with flash column chromatography to give 10. To a solution of 10 (50 mmol) in MeOH/AcOH (9/1, 1.0 mL) was added Pd(OH)2/C (20%, 35 mg). After being stirred under H2 at room temperature for 5 h, the mixture was filtered through a pad of Celite. The residue was washed with MeOH, and the filtrate was concentrated. The resulting solid was dissolved in 10 mM aqueous monoethanolamine, and purified with high performance liquid chromatography (column: Asahi-pak ODP-50 10E 10 x 250 mm; flow rate 2.0 mL/min; 0-20% MeCN/10 mM monoethanolamine-AcOH pH 9 buffer; detection: UV 254 nm) to give 4a, 4v, 4w, 4dd, 5q-s, 5z, 5aa, 5cc or 6a as monoethanolamine salt.

The synthetic route of 10602-06-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Inaoka, Daniel Ken; Iida, Maiko; Honma, Teruki; Harada, Shigeharu; Nara, Takeshi; Balogun, Emmanuel Oluwadare; Kita, Kiyoshi; Hashimoto, Satoshi; Tanaka, Akiko; Kita, Kiyoshi; Tabuchi, Toshiyuki; Kuranaga, Takefumi; Inoue, Masayuki; Bioorganic and Medicinal Chemistry; vol. 25; 4; (2017); p. 1465 – 1470;,
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Synthetic Route of 42122-75-8, 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. 42122-75-8, name is Methyl 5-amino-2-chlorobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example (Ik-2) 2-Chloro-5-({[1-methyl-3-(pentafluoroethyl)-4-(trifluoromethyl)-1H-pyrazol-5-yl]carbonyl}amino)benzoic acid 6.74 g (36.3 mmol) of methyl 5-amino-2-chlorobenzoate, 0.22 g (1.8 mmol) of 4-N,N-dimethylaminopyridine and 9.49 ml (54.4 mmol) of N-ethyldiisopropylamine are dissolved in 50.0 ml of ethyl acetate and cooled to 0 C. A solution of 6.0 g (18.1 mmol) of 1-methyl-3-(pentafluoroethyl)-4-(trifluoromethyl)-1H-pyrazole-5-carbonyl chloride in 100 ml of ethyl acetate is added over the course of an hour to this reaction mixture. When the addition is complete, the reaction mixture is stirred at room temperature for 16 hours. The reaction mixture is diluted with 250 ml of ethyl acetate and the organic phase is then washed three times with in each case 100 ml of 1M hydrochloric acid, three times with 1M sodium hydroxide solution and once with saturated sodium chloride solution. This gives 8.0 g of a mixture of methyl 2-chloro-5-({[1-methyl-3-(pentafluoroethyl)-4-(trifluoromethyl)-1H-pyrazol-5-yl]carbonyl}amino)benzoate and methyl 5-(bis{[1-methyl-3-(pentafluoroethyl)-4-(trifluoromethyl)-1H-pyrazol-5-yl]carbonyl}amino)-2-chlorobenzoate in the ratio 6:4.

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, Methyl 5-amino-2-chlorobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Bayer CropScience AG; US2011/301181; (2011); A1;,
Ester – Wikipedia,
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These common heterocyclic compound, 46004-37-9, name is Methyl 4-amino-2-chlorobenzoate, 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. category: esters-buliding-blocks

Example 31: N-f5-Chloro-2 (at)(E -3-f3-(at)4-fluoro-benzvl)-3,8-diaza-bicvclof3.2.11oct-8-yll-3-oxo- proaen I(at)(1-h droxy-1-methvl-ethyl -ahenyl-acetamide; a) 4-Amino-5-bromo-2-chloro-benzoic acid methyl ester; 4-Amino-2-chloro-benzoic acid methyl ester (7.8 g, 42.0 mmol) is dissolved in 300 ml THF. At room temperature 8.97 g (50.4 mmol) N-bromsuccinimide are added in portions. After stirring over night at room temperature, 200 ml ethyl acetate are added and the organic layer is washed first with 10% sodium thiosulfate solution followed by 10% sodium carbonate solution and saturated sodium chloride solution. The title compound is purified by chromatography (Si02, ethyl acetate/c-hexane 1/9) and is isolated as a yellow solid (3.70 g, 33%) 1 H-NMR (400MHz; DMSO-d6) : 3.75 (s, 3H) ; 3.15-3.25 (m, 1 H); 6.35 (s, 1 NH); 6.83 (s, 1 H); 7.88 (s, 1 H). MS (m/z) ES-: 264 ([M-H] -, 100).

The synthetic route of Methyl 4-amino-2-chlorobenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/103054; (2005); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics