Tag: M.W=100-200

40061-54-9, name is Ethyl 2-(2-chlorophenyl)acetate, belongs to esters-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Computed Properties of C10H11ClO2

1. Take 100 ml of a dry single-mouth flask, and add 2-chloro-phenylacetic acid ethyl ester (1 g, 0.0054 mmol in 10 ml of methanol, then place the system in an ice bath and slowly add lithium aluminum hydride (0.41 g, 0.0108 mmol). ), continue to stir for 1 h after the additionAfter the reaction is completed, a small amount of water is added for quenching.Thereafter, methanol was removed under reduced pressure and extracted with 15 ml of ethyl acetate.After washing with saturated brine, the extract phase was collected and dried over anhydrous sodium sulfate overnight.After the end of drying, the solvent was removed under reduced pressure to give a colorless oil, Compound A,It was used directly in the next reaction without purification.

The synthetic route of 40061-54-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Tianjin International Bio-pharmaceutical Joint Institute; Nankai University; Wang Ying; Cai Yan; Mao Yonghong; Guo Yu; Yu Zhenwu; Yang Yang; Zhao Peipei; He Wanli; (10 pag.)CN109897007; (2019); A;,
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73792-08-2, name is Methyl 4-amino-2-fluorobenzoate, belongs to esters-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Formula: C8H8FNO2

Add in a 150 mL two-necked flask at room temperature 2-fluoro-4-aminobenzoic acid ester 2 (4.5 g, 26.6 mmol), acetone (2.99 g, 42.7 mmol), potassium cyanide (2.6 g, 40 mmol) and 46 mL of acetic acid, the mixture was heated to 75 C for 24 h, and the reaction was monitored by TLC ( petroleum ether: ethyl acetate = 20:3). After the reaction was completed, 20 mL of water was added to the reaction mixture, and ethyl acetate (40×3 mL) was evaporated.The residue was dissolved by adding a mixed solvent of 6 mL of ethanol and 5 mL of water. cooling crystals, filtering to give compound 21, 3.13 g, yellow solid, yield 50.2%.

The synthetic route of 73792-08-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Changsha Zeda Pharmaceutical Technology Co., Ltd.; Chen Yongheng; Xu Guangyu; Zhou Wenqiang; (23 pag.)CN108976171; (2018); 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. 207346-42-7, name is Methyl 2-amino-4,5-difluorobenzoate, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C8H7F2NO2

Methyl 2-amino-4,5-difluorobenzoate (14) (250 mg, 1.33 mmol) was dissolved in 4mL DMF. TEA (2.5 eq) and R-tert-butyl(pyrrolidin-3-yl methyl) carbamate (298.5 mg, 1.47 mmol) were added and stirred at 80 C for 5 h. The reaction mixture was dissolved in 20 mLDCM and washed with 10 mL water three times. The organic layer was concentrated by rotary evaporation. The residual DMF was removed by placing under high vacuum overnight. The residue was purified by silica gel chromatography using gradient from 3:1Hexanes:EtOAc to 1:1 Hexanes:EtOAc to yield pure UICK-II-189(15) Yield 73%. 1H NMR (300 MHz, CDCl3) d 7.43 (d, J 15.4 Hz,1H), 5.73 (d, J 7.8 Hz, 1H), 4.70 (bs, 1H, exchangeable), 3.82 (s, 3H),3.53 (m, 3H), 3.20 (m, 3H), 2.47 (m, 1H), 2.08 (m, 1H), 1.71 (m, 1H),1.47 (s, 9H). 19F NMR (282 MHz, CDCl3) d 141.00 (s, 1F). MS (ESI) calculated for (M H) 368.19, found 368.0.

According to the analysis of related databases, 207346-42-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Delgado, Justine L.; Lentz, Sarah R.C.; Kulkarni, Chaitanya A.; Chheda, Pratik R.; Held, Hailey A.; Hiasa, Hiroshi; Kerns, Robert J.; European Journal of Medicinal Chemistry; vol. 172; (2019); p. 109 – 130;,
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Application of 23426-63-3, The chemical industry reduces the impact on the environment during synthesis 23426-63-3, name is Methyl 2-bromo-2-methylpropanoate, I believe this compound will play a more active role in future production and life.

Example 12A Methyl-3,3-dicyano-2,2-dimethylpropanoate In THF (91 ml), 3 g (45.411 mmol) of malonic acid dinitrile was slowly added to 1.816 g (45.411 mmol) of sodium hydride (60% in mineral oil). Then 5.876 ml (45.411 mmol) of methyl-2-bromo-2-methylpropanoate was added and it was stirred overnight at RT. Then a further 5.876 ml (45.411 mmol) of methyl-2-bromo-2-methylpropanoate was added and it was heated overnight to 50 C. Then once again, 1.762 ml (13.623 mmol) of methyl-2-bromo-2-methylpropanoate was added and it was heated for a further 4 h to 50 C. Saturated aqueous sodium hydrogen carbonate solution was then added to the mixture and it was extracted three times with ethyl acetate. The combined organic phases were washed with saturated aqueous sodium chloride solution, dried over sodium sulphate, filtered and evaporated to dryness. 8.9 g of raw product was obtained, and was purified by silica gel chromatography (cyclohexane-ethyl acetate 4:1). Yield: 6.47 g (85% of theor.) 1H-NMR (400 MHz, DMSO-d6): delta [ppm]=1.40 (s, 6H), 3.74 (s, 3H), 5.27 (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, Methyl 2-bromo-2-methylpropanoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BAYER INTELLECTUAL PROPERTY GMBH; FOLLMANN, Markus; STASCH, Johannes-Peter; REDLICH, Gorden; GRIEBENOW, Nils; LANG, Dieter; WUNDER, Frank; HUeBSCH, Walter; LINDNER, Niels; VAKALOPOULOS, Alexandros; TERSTEEGEN, Adrian; US2013/338137; (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. 17994-94-4, name is Methyl 7-aminoheptanoate hydrochloride belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: Methyl 7-aminoheptanoate hydrochloride

Methyl 7-(4-(2-oxo-2-(quinolin-8-ylamino)ethyl)benzamido)heptarioate, 69.; Compound 68 (200 mg, 0.65 mmol) was dissolved in CH2CI2 (20 mL) under argon. To this added 7-aminoheptanoic acid methyl ester (as the hydrochloride, 140 mg, 0.72 mmol), Et3N (73 mg, 0.72 mmol) and EDC (138 mg, 0.72 mmol) and the mixture was allowed to stir overnight at it. Added water and worked up with CH2CI2, the residue purified through flash column (silica gel 230-400 mesh, 80% ethyl acetate in hexanes) to ohtain 69 as white solid (238 mg, 82%). NMR (400 MHz, CDC13): S = 1.35-1.37 (m, 4 H), 1.58-1.64 (m, 4 H), 2.29 (t, 2 , J = 7.2 Hz), 3.43 (q, 2 H, J = 6.8 Hz), 3.64 (s, 3 H), 3.92 (s, 2 H), 6.18 (s, 1 H), 7.41-7.51 (m, 5 H), 7.77 (d, 2 H, J = 8 Hz), 8.15 (d, 1 H, J = 8 Hz), 8.71-8.73 (m, 2 H), 9.95 (s, 1 H). I3C NMR (75 MHz, CDC13): delta = 24.7, 26.5, 28.6, 33.8, 39.9, 44.7, 51.3, 116.3, 121.6, 121.8, 127.0, 127.6, 127.7, 129.4, 133.7, 134.0, 136.2, 137.9, 138.1, 148.2, 167.3, 168.9, 174.1 LRMS Calcd for C26H29N3O4: 448.21 Found: 447.90.

The synthetic route of 17994-94-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK; SLOAN-KETTERING INSTITUTE FOR CANCER RESEARCH; BRESLOW, Ronald; MARKS, Paul, A.; ABHILASH, K., G.; WANG, Jianing; WO2011/146855; (2011); 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. 5616-81-9, name is tert-Butyl 2-(methylamino)acetate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of tert-Butyl 2-(methylamino)acetate

A mixture of 2-chloromethyl-8-nitropyridine, (10 mmol), sarcosine t-butyl ester (11 mmol) and finely ground anhydrous potassium carbonate (30 mmol) in ethylene glycol dimethyl ether (DME) (20 mL) is heated under reflux for 8 hours. The reaction mixture is filtered hot and solid is washed with 30 mL of DME. The filtrate is evaporated in vacuo and the crude product is purified by recrystallization or chromatography to give 2-(N-methyl-N-t-butoxycarbonylmethyl)methyl-8-nitroquinoline.

The synthetic route of 5616-81-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bioflexis, LLC; US2006/94755; (2006); A1;,
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Reference of 1260092-46-3, 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. 1260092-46-3, name is tert-Butyl 3-(2-aminoethoxy)propanoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A solution of pomalidomide analogue (1 eq.), amine (1 eq.), and /V,/V-diisopropylethylamine (1.5 eq.) in DMF (2.0 ml per mmol of pomalidamide) was heated to 85 C in a microwave reactor for 40 min. After cooling to RT, the reaction was quenched with water and extracted with ethyl acetate (3X). The combined organic phase was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The resulting residue was purified by silica gel chromatography (eluted with hexanes/EtOAc: 0-100%) to give the desired /-Bu ester intermediate as oil. This intermediate was treated with a solution of hydrogen chloride in dioxane (4 M, 5 ml per mmol of pomalidamide) for overnight. After concentration under reduced pressure, the desired acid product was obtained as yellow oil.:_Synthesis of Intermediate 8. (0887) (0888) 3-(2-((2-(2,6-Dioxopiperidin-3-yl)-l,3-dioxoisoindolin-4-yl)amino)ethoxy) propanoic acid. /e/V-Butyl 3-(2-aminoethoxy)propanoate (1.0 g, 5.3 mmol) was used to prepare the title compound (500 mg, 24%) according to the above procedures. NMR (600 MHz, CD3OD) 5 7.54 (dd, = 8.3, 7.0, 1.2 Hz, 1H), 7.09 (d, 1H), 7.04 (d, .7= 7.0, 1.1 Hz, 1H), 5.05 (dd, 12.5, 5.4, 1.2 Hz, 1H), 3.75 (t, J= 6.2, 1.2 Hz, 2H), 3.65-3.69 (m, 2H), 3.45-3.49 (m, 2H), 2.88 – 2.82 (m, 1H), 2.76 – 2.70 (m, 2H), 2.56 (t, J= 6.2, 1.2 Hz, 2H), 2.10 (ddt, J= 14.9, 7.6, 3.7, 1.6 Hz, 1H). MS (ESI) m/z 390.2 [M+H]+.

The synthetic route of tert-Butyl 3-(2-aminoethoxy)propanoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ICAHN SCHOOL OF MEDICINE AT MOUNT SINAI; JIN, Jian; LIU, Jing; SHEN, Yudao; GUCCIONE, Ernesto; WALSH, Martin; BOSCH, Almudena; SCHWARZ, Megan; (0 pag.)WO2019/165189; (2019); A1;,
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Reference of 4630-80-2, The chemical industry reduces the impact on the environment during synthesis 4630-80-2, name is Methyl cyclopentanecarboxylate, I believe this compound will play a more active role in future production and life.

prparation of intermediate 6A:l-((benzyloxy)methyl)cyclopentanecarboxylic acid methyl esterCyclopentanecarboxylic acid methyl ester (1.28 g, 10 mmol) was dissolved in 20 mL of tetrahydrofuran, to which was added dropwise a tetrahydrofuran solution of KHMDS (3.0 g, 15 mmol) at -78 C under nitrogen protection. After the addition was completed, the reaction proceeded at -78 C for further 30 min, after which benzyl chloromethyl ether (2.03 g, 13 mmol) was added. The reaction solution was allowed to warm up to room temperature and reacted overnight. Water was added and the reaction solution was extracted with ethyl acetate. The organic phase was combined, dried, filtered, and rotary evaporated to give 1.69 g of colorless liquid 6A. Yield: 68.1%. The crude product was used directly in the next step without further purification.MS (ESI, m/z): [M+H]+: 249.1.

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 cyclopentanecarboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BEIJING HANMI PHARMACEUTICAL CO., LTD; ZHANG, Bo; YANG, Jun; LIU, Jinming; HUANG, Hai; WU, Yong; TAO, Ran; XU, Jiangcheng; SHEN, Ning; MOON, Sunghwan; KIM, Maengsup; WO2013/56679; (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. 2905-65-9, name is Methyl 3-chlorobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 2905-65-9

General procedure: To a solution of methyl ester of aromatic carboxylic acid 2 (0.1 mol) in methanol (30 mL), hydrazine hydrate (0.2 mol) was added drop wise with stirring. The resulting mixture was allowed to reflux for 8 h. After the completion of the reaction as monitored by TLC, the excess methanol was distilled off under reduced pressure. The resulting acid hydrazide 3 was washed with cold water, dried and recrystallized from ethanol.

The synthetic route of 2905-65-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Murty, Madugula S.R.; Katiki, Mohana R.; Rao, Busam R.; Narayanan, Sai S.; Anto, Ruby J.; Buddana, Sudhreer K.; Prakasham, Reddy S.; Devi, Bethala L.A.P.; Prasad, Rachapudi B.N.; Letters in drug design and discovery; vol. 13; 9; (2016); p. 968 – 981;,
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Application of 22286-82-4, A common heterocyclic compound, 22286-82-4, name is Ethyl 2-phenylacrylate, molecular formula is C11H12O2, 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.

N,N-diethylethanamine (0.0271 mol) was added at room temperature to a suspension of compound 17 (0.0129 mol) and ethyl alpha-methylenebenzeneacetate (0.0140 mol) in DMF (100 ml). The mixture was stirred at room temperature over the weekend. The solvent was evaporated. The residue was extracted with CH2Cl2/H2O. The mixture was separated into its layers. The precipitate in the organic layer was filtered off. Yielding: 2.6 g of ethyl 3-(aminocarbonyl)-6,11-dihydro-alpha-phenylspiro[5H-imidazo-[2,1-b][3]benzazepine-11,4′-piperidine]-1′-propanoate monohydrochloride (compound 64).

The synthetic route of 22286-82-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Janssens, Frans Eduard; Leenaerts, Joseph Elisabeth; US2005/26901; (2005); A1;,
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