Category: 6290-49-9

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. 6290-49-9, name is Methyl 2-methoxyacetate, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of Methyl 2-methoxyacetate

Example 23Hydrogenation of methyl methoxyacetate was carried out according to the following reaction scheme. Methyl methoxyacetate (5.0 mmol), the complex 1a (0.01 mmol), sodium methoxide (0.2 mmol), and methanol (4 mL) were added to a 100 mL autoclave equipped with a stirrer, and the hydrogenation was carried out at 80 C. for 8 hrs with hydrogen pressure of 5 MPa. As a result of the analysis of the reaction for the reaction solution according to gas chromatography, it was found that the reaction conversion rate was 100% and the selectivity was 100%.

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 6290-49-9.

Reference:
Patent; Takasago International Corporation; US2011/237814; (2011); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 6290-49-9, name is Methyl 2-methoxyacetate, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C4H8O3

To a solution of 5-methoxy-2-(t fluoromethyl)-4-(t methylsilyl)py dine (5 g, 20.06 mmol) in Tetrahydrofuran (10 mL) cooled to -70 C was added dropwise -BuLi in hexane (23.14 mL, 30.1 mmol) over a period of 30 min. After the addition was complete, the mixture was stirred for 1 h. Methyl 2-methoxyacetate (3.13 g, 30.1 mmol) was then added dropwise and the resulting mixture was stirred for 1 h before being allowed to warm to rt. The reaction was quenched with aqueous NH4CI (100 mL) and the mixture was extracted with ethyl acetate (3 x 50mL). The combined organic layers were washed with brine, dried over anhydrous Na2S04 and concentrated. The residue was purified by flash chromatography on silica gel (petroleum ether/EtOAc = 19/1 ) to give the title compound 2-methoxy-1 -(3-methoxy-6-(trifluoromethyl)- 4-(trimethylsilyl)pyridin-2-yl)ethanone (5 g, 15.56 mmol, 78 % yield) as a yellow oil. m/z: [M + H]+ Calcd for C13H19F3NO3S1 322.1 ; Found 322

According to the analysis of related databases, 6290-49-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; GLAXOSMITHKLINE (CHINA) R&D COMPANY LIMITED; BARBE, Guillaume; BOHNERT, Gary; CALANDRA, Nicholas; LAMBERT III, Millard Hurst; LU, Hongfu; LOBERA, Mercedes; RAMANJULU, Joshi; REN, Feng; YANG, Ting; (337 pag.)WO2019/63748; (2019); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 6290-49-9, name is Methyl 2-methoxyacetate, A new synthetic method of this compound is introduced below., Product Details of 6290-49-9

Intermediate 30 l-(3,5-Difluoropyridin-2-yl)-2-methoxyethanone3,5-Difluoropyridine (5.0 g, 43.45 mmol) in THF was cooled to -720C (external -8O0C). LDA (23.9 mL, 1.1 eq.) was added drop-wise at such rate that the internal temp did not increase more than 30C during addition. The reaction mixture turned into a deep brownish, thick phase and was stirred for 30 minutes at this temperature. TMS-Cl (43.4 mL, 43.45 mmol) was added via syringe in a relatively fast fashion. The reaction became a clear and light yellow solution. LDA (23.9 mL, 1.1 eq.) was added drop-wise in a quicker version, and the reaction mixture was allowed to stir for 2 hours. Methyl 2-methoxyacetate (5.59 mL, 56.48 mmol) was added quickly through a syringe. The reaction mixture was quenched at -780C by adding 20 ml of saturated NH4Cl solution. Evaporation of the organic extracts under reduced pressure gave a colored residue. Purification utilizing ISCO (0-^25% EtOAc/hexanes), gave the title product (3 g). LCMS: 188 [M+H]+.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; CHUAQUI, Claudio, Edmundo; HUANG, Shan; IOANNIDIS, Stephanos; SHI, Jie; SU, Mei; SU, Qibin; WO2010/38060; (2010); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 6290-49-9, name is Methyl 2-methoxyacetate, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of Methyl 2-methoxyacetate

Reference Example 100 1-[2-(1,3-dioxolan-2-yl)-1,3-thiazol-5-yl]-2-methoxyethanone [Show Image] To a solution of 2-(1,3-dioxolan-2-yl)-1,3-thiazole (2.20 g) in tetrahydrofuran (50 mL) was slowly added a 1.6M n-butyllithium hexane solution (9.6 mL) at -70C under a nitrogen atmosphere. The reaction mixture was stirred at -70C for 1 hr, and methyl methoxyacetate (2.91 g) was added. The reaction mixture was warmed to room temperature, water was added, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine, dried (MgSO4) and concentrated. The obtained residue was subjected to silica gel column chromatography, and the title compound (2.00 g, yield 62%) was obtained as yellow crystals from a fraction eluted with ethyl acetate-hexane (1:1, volume ratio). melting point 65-66C.

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 6290-49-9.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2149550; (2010); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 6290-49-9, name is Methyl 2-methoxyacetate, 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 6290-49-9, SDS of cas: 6290-49-9

TiCl4 (664 mg, 3.50 mmol) and Et3N (405 mg, 4.00 mmol) were successively added dropwise to a stirred solution of methyl methoxyacetate (104 mg, 1.00 mmol), hexanoyl chloride (135 mg, 1.00 mmol), and 1,2-dimethylimidazole (115 mg, 1.20 mmol) in CH2Cl2 (3 mL) at -50 – -45 C under an Ar atmosphere, and the mixture was stirred at the same temperature for 1 h. Water was added to the mixture, which was extracted twice with Et2O. The combined organic phase was washed with sat. aq. NaHCO3 solution, brine, dried (Na2SO4), and concentrated. The obtained crude product was purified by SiO2-column chromatography (hexane/AcOEt = 80:1 – 50:1) to give the desired product (162 mg, 80%). Colorless oil; 1H NMR (300 MHz) delta 0.88 (3H, t, J = 7.2 Hz), 1.20-1.41 (4H, m), 1.58 (2H, quin, J = 7.2 Hz), 2.60 (1H, dt, J = 7.2 Hz, Jgem = 3.4 Hz), 2.61 (1H, dt, J = 7.2 Hz, Jgem = 3.4 Hz), 3.47 (3H, s), 3.81 (3H, s), 4.30 (1H, s); 13C NMR (75 MHz) delta 13.7, 22.2, 22.5, 31.0, 38.4, 52.5, 58.5, 86.6, 167.5, 203.9.; numax (neat) / cm-1 2955, 1750, 1726, 1438, 1402, 1272, 1203, 1119; HRMS (ESI) calcd for C10H18O4 (M+Na+) 225.1103, found 225.1109.

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:
Article; Ashida, Yuichiro; Sato, Yuka; Honda, Atsushi; Nakatsuji, Hidefumi; Tanabe, Yoo; Synthesis; vol. 48; 23; (2016); p. 4072 – 4080;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 6290-49-9, name is Methyl 2-methoxyacetate, 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 6290-49-9, Formula: C4H8O3

A solution of methyl 2-methoxyacetate (2.82 g, 27.10 mmol), NBS (5.04 g, 28.33 mmol) and AIBN (0.081 g, 0.49 mmol) in trifluoromethylbenzene (50 mL) was stirred at 80C for 5 hr. The reaction solution was cooled, and the precipitate was removed by filtration. The filtrate was concentrated under reduced pressure to give an oil. The obtained oil was added to a solution of N-benzyl-2-(3-methoxyphenoxy)ethanamine (6.34 g, 24.64 mmol) and DIEA (5.15 mL, 29.57 mmol) in THF (60 mL) at room temperature, and the mixture was stirred at room temperature for 1 hr. The reaction mixture was added to aqueous sodium hydrogen carbonate solution, and the mixture was extracted three times with ethyl acetate. The organic layer was washed with brine, and dried over magnesium sulfate, and the solvent was evaporated under reduced pressure. The obtained residue was purified by NH-silica gel column chromatography (solvent gradient; 2?20% ethyl acetate/hexane) to give methyl 2-(benzyl(2-(3-methoxyphenoxy)ethyl)amino)-2-methoxyacetate (6.72 g, 18.70 mmol, 76%) as a colorless oil.

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; TAKEDA PHARMACEUTICAL COMPANY LIMITED; YAMAMOTO, SATOSHI; SHIRAI, JUNYA; WATANABE, HIROYUKI; FUKUMOTO, SHOJI; ODA, TSUNEO; TOKUHARA, HIDEKAZU; TOMATA, YOSHIHIDE; ISHII, NAOKI; TAWADA, MICHIKO; KOUNO, MITSUNORI; OCHIDA, ATSUKO; IMADA, TAKASHI; FUKASE, YOSHIYUKI; YUKAWA, TOMOYA; (719 pag.)TW2016/2105; (2016); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 6290-49-9, name is Methyl 2-methoxyacetate, A new synthetic method of this compound is introduced below., COA of Formula: C4H8O3

General procedure: To a distilled benzene solu-tion (50 mL) of methyl 2-methoxyacetate (5.2 g, 50 mmol) wereadded a magnetic stirring bar and N-bromosuccinimide (8.9 g,50 mmol), and the mixture was stirred at room temperature for 1 hunder irradiation of a sunlight lamp. The reaction mixture was l-tered, and then evaporated under reduced pressure. The residuewas dissolved in THF (50 mL) containing sec-amine (60 mmol) andtriethylamine (6.1 g, 60 mmol), and the mixture was stirred for 2 hat room temperature. The mixture was directly ltered withouta common workup and was evaporated under reduced pressure.The ltrate was distilled (a Kugelrohr distillation) to give the N,O-acetal 2. 4.1.1.4. Methyl 2-(diallylamino)-2-methoxyacetate16d(2d). 75%yield (7.47 g); colorless oil;1H NMR (300 MHz, CDCl3) d 3.26e3.36(m, 7H), 3.77 (s, 3H), 4.46 (s, 1H), 5.13e5.24 (m, 4H), 5.80 (m, 2H);13C NMR (75 MHz, CDCl3) d 51.8, 52.1, 55.5, 89.7, 117.5, 135.7, 169.8;MS (ESI): m/z 222 [MNa]; HRMS (ESI): Calcd for C10H17NNaO3:222.1106, found: 222.1095.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Sakai, Norio; Hori, Hiroaki; Yoshida, Yoshihiro; Konakahara, Takeo; Ogiwara, Yohei; Tetrahedron; vol. 71; 29; (2015); p. 4722 – 4729;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 6290-49-9, name is Methyl 2-methoxyacetate, 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 6290-49-9, Safety of Methyl 2-methoxyacetate

3,5-Difluoropyridine (5.0 g, 43.45 mmol) in THF was cooled to -720C (external -8O0C). LDA (23.9 mL, 1.1 eq.) was added drop-wise so that the internal temp did not increase more than 30C during addition. The reaction mixture turned into a deep brownish, thick phase and was stirred for 30 minutes at this temperature. TMS-Cl (43.4 mL, 43.45 mmol) was added drop-wise in a relatively fast fashion. The reaction became a clear and light yellow solution. LDA (23.9 mL, 1.1 eq.) was added drop-wise in a quicker version, and the reaction mixture was allowed to stir for 2h. Methyl 2-methoxyacetate (5.59 mL, 56.48 mmol) was added quickly through a syringe. The reaction mixture was quenched at -780C by adding 20 ml of saturated NH4Cl solution. Evaporation of the organic extracts under reduced pressure gave a colored residue. Purification utilizing ISCO (0-25% EtOAc/hexanes), gave the title compound (3 g). LCMS: 188 [M+H]+.

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

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; ALMEIDA, Lynsie; CHUAQUI, Claudio, Edmundo; GUAN, Amy; IOANNIDIS, Stephanos; LAMB, Michelle; PENG, Bo; SU, Qibin; WO2010/20810; (2010); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 6290-49-9, name is Methyl 2-methoxyacetate, A new synthetic method of this compound is introduced below., Product Details of 6290-49-9

Add 67.5g (1.25mol) to a 1000ml four-necked flaskSodium methoxide solid and 450ml of cyclohexane were heated to 50 C, and 52.0g (0.50mol) of methyl methoxyacetate was slowly added dropwise.Keep no more than 70 , about 1h dripping.Then keep the reaction at 80-90 for 16h. During this period, about 20ml of solvent was distilled off with water pump under reduced pressure every 3h, and 20ml of cyclohexane was added.The temperature was lowered to about 5 C, 6N hydrochloric acid was added to adjust pH = 6-7 (about 270ml), and then 200ml of water layer was added.The aqueous layer was extracted with cyclohexane (150 ml × 1), the organic layers were combined, washed with water (100 ml × 1), and decompressed under reduced pressure to obtain a brown liquid.Distillation under reduced pressure, collecting 114-115 C fraction (10 torr) to obtain intermediate III as a colorless transparent liquid, with a mass of 64.7 g, a yield of 73.7%, and a purity of 99.1%.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Nanjing Jieyun Pharmaceutical Technology Co., Ltd.; Zhou He; Shu Kai; Fang Jing; Zhang Li; Song Xingchang; Yu Zenghui; Wu Xiaodong; Liu Haomin; (10 pag.)CN111004121; (2020); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 6290-49-9, name is Methyl 2-methoxyacetate, A new synthetic method of this compound is introduced below., COA of Formula: C4H8O3

Intermediate 51 l-(5-Fruoropyridin-2-yl)-2-methoxyethanoneTo a solution of 2-bromo-5-fluoropyridine (15.0 g, 85.23 mmol) in methyl t-butyl ether (250 ml) at -78 0C was added tert-butyllithium (60.2 ml, 102.28 mmol) with caution.After the addition of the organolithium was completed, the resulting black solution was stirred at-78 0C for 15 minutes whereupon methyl 2-methoxyacetate (8.43 ml, 85.23 mmol) in 10 mlMTBE was added to the solution. The mixture was stirred for 3 hours at -78 0C whereupon saturated NH4Cl was added in order to quench the reaction.The mixture was partitioned between EtOAc and brine and the organic extract was dried and evaporated under reduced pressure. Purification by column chromatography (20% ->40%EtOAc/hexanes) gave the titled compound as a yellowish solid 6.19 g (43% yield). LCMS: 170[M+H]+.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2008/132502; (2008); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics