Tag: M.W=100-200

Electric Literature of 5445-17-0, A common heterocyclic compound, 5445-17-0, name is Methyl 2-bromopropanoate, molecular formula is C4H7BrO2, 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 2.50g (9.05mmol) of tert-butyl 2 – [(benzylamino) methyl] azetidine-1-carboxylate [racemate] was dissolved in dichloromethane (150ml), the 5.55ml (4.03g, 39.8mmol) of triethylamine and 3.04ml (4.53g, 27.1mmol) of methyl 2-bromo-propionate [racemate] was added and the mixture was stirred overnight at room temperature.Then 5.55ml (4.03g, 39.8mmol) of triethylamine and 3.04ml (4.53g, 27.1mmol) of methyl 2-bromopropionate [racemate] was added, and the mixture was at 40 stirred overnight.At 40 then added 5.55ml (4.03g, 39.8mmol) of triethylamine and 3.04ml (4.53g, 27.1mmol) of methyl 2-bromopropionate [racemate], and the mixture was stirred overnight.After cooling to room temperature, the mixture was diluted with dichloromethane and washed with water, and the phases were separated.The aqueous phase was extracted twice with dichloromethane and the combined organic phase was washed with saturated aqueous sodium chloride, dried over sodium sulfate, filtered, and then the solvent was removed under reduced pressure.The crude product obtained was purified as follows: silica gel chromatography (dichloromethane, then dichloromethane / methanol = 100: 1).Yield: 3.22g (94%, based on the theoretical value).

The synthetic route of 5445-17-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bayer Pharma AG; Aleihailigen, S.; Buhemilei, A.; Engeer, K.; Gedesi, C.; Gelike, K.M.; Gelishi, M.; Haitemaier, S.; Xilishi, A.; Jinceer, T.; Linao, P.; Lideer, B.; Leilixi, S.; Shimite, M.V.; Shitelasibuge, J.; Teshitegen, A.; (253 pag.)CN105431428; (2016); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 33689-29-1, name is Methyl 1-hydroxycyclopropanecarboxylate, 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 33689-29-1, Recommanded Product: 33689-29-1

To a solution of methyl l-hydroxycyclopropanecarboxylate (1.0 g, 8.62 mmol) and 3,4-dihydropyrane (0.86 mL, 9.42 mmol) in dichloromethane (20 mL) was added pyridinium-/ -tolucnc sulfonic acid (216 mg, 0.86 mmol) at RT. The mixture was stirred overnight at RT. The solvent was removed under vacuum and the residue was purified by flash column chromatography to yield 990 mg of the desired product. NMR (400 MHz, CDCb) d 1.30-1.32 (m, 2H), 1.54-1.58 (m, 6H), 1.82-1.85 (m, 2H), 3.47-3.53 (m, 1H), 3.74 (s, 3H), 3.83-3.89 (s, 1H), 4.89-4.91 (m, 1H).

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.

Reference:
Patent; ICHNOS SCIENCES S.A.; CHAUDHARI, Sachin, Sundarlal; GHARAT, Laxmikant, Atmaram; IYER, Pravin; DHONE, Sachin, Vasantrao; ADIK, Bharat, Gangadhar; WADEKAR, Prashant, Dilip; GOWDA, Nagaraj; BAJPAI, Malini; (233 pag.)WO2020/70331; (2020); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 27798-60-3, The chemical industry reduces the impact on the environment during synthesis 27798-60-3, name is Methyl 2-Methoxyphenylacetate, I believe this compound will play a more active role in future production and life.

A 5 OOmL round-bottom flask is charged with methyl 2-(2-methoxyphenyl)acetate (8.496 g, 47 mmol, leq) and THF (200mL). The homogeneous mixture is cooled to 0 C in an ice bath. Lithium diisopropyl amide (23.5mL of a 2.OM solution in heptane/THF) is added,maintaining a temperature less than 3C. The reaction is stirred 45 minutes at this reduced temperature. Benzyl bromide (5.6mL, 47mmol, leq) is added dropwise. The reaction is allowed to gradually warm to room temperature and is stirred for 18 hours. The reaction is quenched with iN HC1 and extracted 3 times with equal portions of EtOAc. The combined extracts are washed with H20 and brine, dried over Na2SO4,filtered, and concentrated. The residue is purified over silica to afford 4.433g (35%) of the desired compound. ESI+ MS 293 (M+Na).

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-Methoxyphenylacetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AERPIO THERAPEUTICS INC.; PETERS, Kevin; SHALWITZ, Robert; JANUSZ, John; SMITH, Alexander; WO2014/145068; (2014); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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 2318-25-4 as follows. COA of Formula: C7H14ClNO3

To anhydrous ethanol (460 g, 10.0 mol) at -3O0C was bubbled in anhydrous hydrogen chloride until the total weight of 821 g of etaCl/EtOeta solution (44percent (w/w) was obtained.Ethyl cyanoacetate (452 g) was added into the etaCl/EtOeta solution (292 g), the mixture was cooled to ice-salt bath temperature and stirred for 1 hours. The reaction was warmed to room temperature and stood overnight. A white precipitate of 102 was obtained and this mixture was used directly in the next step.The obtained mixture was added to a mixture of ether and a solution OfK2COs (828 g) in water (2500 mL). The ether layer was separated, dried over Na2SO4, and filtered. The filtrate was concentrated under reduced pressure to give compound 103 (445 g) as a colorless oil.A mixture of compound 103 (445 g) and ammonium chloride (149.5 g) in ethanol (1500 mL) was heated to reflux for 8 h. The solid was isolated and the filtrate was concentrated. The residue was washed with ether and acetone to give product 104 (220 g, 33percent total yield in three steps). LCMS: 131 [M+l]+, 1H NMR (DMSO-J6): delta 1.22 (t, J= 6.9 Hz, 3H), 3.68 (s, 2H), 4.16 (q, J= 6.9 Hz, 2H), 9.04 (s, 2H), 9.32 (s, 2H).

According to the analysis of related databases, 2318-25-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CURIS, INC.; WO2008/33747; (2008); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 73792-08-2, name is Methyl 4-amino-2-fluorobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 73792-08-2

1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride was added to a pyridine (500 ml) solution of 18.9 g of methyl 4-amino-2-fluorobenzoate and 16.5 g of picolinic acid, and stirred at room temperature for 2 hours. The solvent was evaporated away under reduced pressure, 600 ml of ethyl acetate was added to the residue, the organic layer was washed with aqueous 0.25 N hydrochloric acid solution, aqueous 0.25 N sodium hydroxide solution and saturated saline water, dried, concentrated under reduced pressure, solidified from a mixed solvent of hexane/ethyl acetate, and the solid was taken out through filtration. This was dried under reduced pressure to obtain 28.3 g of the entitled compound as a white solid.

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

Reference:
Patent; BANYU PHARMACEUTICAL CO., LTD.; EP1810969; (2007); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 14062-18-1, These common heterocyclic compound, 14062-18-1, name is Ethyl 2-(4-methoxyphenyl)acetate, 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.

Sodium hydride (60% in oil) (467 mg, 11.7 mmol) was added to a benzene solution (10 ml) of ethyl 4-methoxyphenyl acetate (2.0 g, 10.3 mmol), while being cooled with ice. The mixture was stirred at room temperature for 5 minutes. The stirred mixture was cooled with ice again; ethyl formate (1.02 ml, 12.6 mmol) was added thereto and stirred at room temperature for 3 hours. While being cooled with ice, water and ethyl acetate were added to the reaction mixture, and then 2N hydrochloric acid (6 ml) was added to separate the reaction mixture into two layers. The organic layer was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (n-hexane:ethyl acetate = 4:1). The purified product was concentrated under reduced pressure to thereby obtain 1.97 g of slightly reddish-brown oily ethyl alpha-(hydroxymethylene)-4-methoxyphenyl acetate (yield: 86%). The resulting object was purged with nitrogen and stored in a freezer. 1H-NMR (CDCl3) deltappm: 1.28 (3H, t, J = 7.1 Hz), 3.81 (3H, s), 4.28 (2H, q, J = 7.1 Hz) , 6.87 (2H, d, J = 8.8 Hz), 7-7.26 (3H, m), 12.02 (1H, d, J = 12.5 Hz).

The synthetic route of 14062-18-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Otsuka Pharmaceutical Co., Ltd.; EP2364706; (2011); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 2065-23-8, The chemical industry reduces the impact on the environment during synthesis 2065-23-8, name is Methyl 2-phenoxyacetate, I believe this compound will play a more active role in future production and life.

167.87 g of 99% methyl phenoxyacetate (1 mol), 1.26 g of 99% zinc chloride and 1.68 g of 99% 2,4,6-trimethyldiphenyl sulfide were successively added to a 500 mL four-necked flask.154.69g of 99% chlorine gas (2.16mol) was introduced at -20 C, and the reaction was allowed to stand for 30 min, and the fraction of 140-150 C was distilled under a pressure of 1 kpa to obtain methyl 2,4-dichlorophenoxyacetate. 236.21 g, content 98.8%, yield 99.28% based on methyl phenoxyacetate.

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-phenoxyacetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shandong Runbo Biological Technology Co., Ltd.; Sun Guoqing; Hou Yongsheng; Zhang Liguo; Chi Zhilong; Hu Yishan; (14 pag.)CN108947821; (2018); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 1195768-18-3, 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. 1195768-18-3 name is Methyl 3-amino-2-fluorobenzoate, This 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 an ice-cold solution of (2S,4R)-l-(tert-butoxycarbonyl)-4-fluoropyrrolidine-2- carboxylic acid (1.24 g) in DCM (25 mL), was added l-chloro-N,N,2-trimethylprop-l-en-l- amine (0.845 mL, 1.2 equiv) dropwise with stirring. The stirring was continued for 3 hours at this temperature. Methyl 3-amino-2-fluorobenzoate (0.9 g) was then added followed by DIEA (2.78 mL, 3 equiv). The cooling bath was removed and the reaction mixture was stirred overnight at rt. The solvent was co-evaporated with MeOH (3 mL). The remaining residue was then dissolved in chloroform (30 mL) and washed successively with cold 1 N aq HC1 (3 x 20 mL), water (30 mL), and a saturated aq NaHCCb solution (30 mL). The organic layer was dried (Na2S04) and concentrated under reduced pressure to afford the title compound as an amber oil. Used without purification for the next step.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 3-amino-2-fluorobenzoate, and friends who are interested can also refer to it.

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAL, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; GREENLEE, William; (447 pag.)WO2017/35408; (2017); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 15963-40-3, The chemical industry reduces the impact on the environment during synthesis 15963-40-3, name is Methyl 3-methylenecyclobutanecarboxylate, I believe this compound will play a more active role in future production and life.

To a solution of Et2Zn (11.89 mL, 11.89 mmol) in DCM (10 mL) was added a solution of TFA (0.88 mL, 11.89 mmol) in DCM (10 mL) dropwise at 0 C for 30 minutes. A solution of CH2I2 (0.96 mL, 11.89 mmol) in DCM (10 mL) was added dropwise at 0 C for 45 minutes. The reaction mixture was stirred at 0 C for 1 hour. A solution of methyl 3- methylenecyclobutanecarboxylate (500 mg, 3.96 mmol) in DCM (5 mL) was added to the reaction mixture. The reaction mixture was allowed to warm to 15 C for 16 hours. Saturated NH4CI solution (50 mL) was added to the reaction mixture and the mixture was extracted with DCM (50 mL c 2). The combined organic layers were dried over anhydrous Na2S04, filtered and concentrated. The crude residue was purified by silica gel column chromatography (10 % EtOAc in petroleum ether) to afford the title compound (400 mg, 72 %) as a yellow oil. ‘ H NMR (400 MHz, CDCl3) d 3.71 (s, 3H), 3.34 – 3.27 (m, 1H), 2.53 – 2.48 (m, 2H), 2.26 – 2.20 (m, 2H), 0.49 – 0.42 (m, 4H).

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 3-methylenecyclobutanecarboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GENENTECH, INC.; F. HOFFMANN-LA ROCHE AG; CUNNINGHAM, Christian; BEROZA, Paul Powell; CRAWFORD, James John; LEE, Wendy; RENE, Olivier; ZBIEG, Jason Robert; LIAO, Jiangpeng; WANG, Tao; YU, Chen; (208 pag.)WO2020/51099; (2020); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 18927-05-4, 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. 18927-05-4, name is Methyl 3-Methoxyphenylacetate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of sodium hydride (13.2 g, 303.6 mmol) in dimethylformamide (350 mL) was added methyl 3-methoxyphenylacetate (25 g, 138 mmol) and methyl acrylate (31 ml, 345 mmol) in dimethylformamide (160 mL) at 0C, then the reaction mixture was stirred at room temperature for 3 hours. The reaction mixture was poured into aqueous hydrochloric acid and extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous magnesium sulfate, filtrated, and concentrated in vacuo. The residue was purified by silica gel chromatography to give 42.8 g of the title compound as a colorless oil. High-performance liquid chromatography/mass spectrometry m/z 321(M+H) Retention time: 3.61 min.

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 3-Methoxyphenylacetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Dainippon Sumitomo Pharma Co., Ltd.; EP1679069; (2006); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics