113778-69-1 Archives - Amides-buliding-blocks

September 28, 2021 News New learning discoveries about 113778-69-1

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

Related Products of 113778-69-1,Some common heterocyclic compound, 113778-69-1, name is N-Methoxy-N-methylisobutyramide, molecular formula is C6H13NO2, 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 suspension of 1,1-dimethylethyl (3-methyl-2-pyridinyl)carbamate (3Og, 144mmol) in tetrahydrofuran (30OmL) at O0C under an atmosphere of nitrogen was added n-butyl-lithium (2.3M, 123mL) over 90 mins. After 30 mins at O0C lambda/,2-dimethyl-/V- (methyloxy)propanamide (22.7g, 173mmol) was added. After a further 60 mins at O0C the reaction was allowed to warm to ambient temperature and was added to 5M aqueous hydrochloric acid (30OmL) and heated to 600C for 1.5 h. The organic was separated. The aqueous was basified with 10M aqueous sodium hydroxide and extracted with ethyl acetate. The combined extracts were dried (MgSO4) and concentrated in vacuo to give the title compound as an orange crystalline solid (22.04g, 95%). LCMS rt = 2.38mins, MH+= 161

Reference:
Patent; GLAXO GROUP LIMITED; WO2008/34860; (2008); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Some scientific research about N-Methoxy-N-methylisobutyramide

The synthetic route of 113778-69-1 has been constantly updated, and we look forward to future research findings.

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. 113778-69-1, name is N-Methoxy-N-methylisobutyramide, A new synthetic method of this compound is introduced below., Product Details of 113778-69-1

A 250 mL flask was charged with a solution of 2-chloro-6-methoxypyridine (20 g, 0.139 mol, 1 equiv.) in THF (300 mL) under nitrogen atmosphere. To the mixture was then added tert-butyllithium (131 mL, 0.210 mol, 1.5 equiv.), which was added dropwise with stirring at -70 C. The reaction mixture was stirred at -78 C. for 2 h. N-methoxy-N-methylisobutyramide (24 g, 0.182 mol, 1.3 equiv.) was then added dropwise. The mixture was stirred for 3.0 h at -78 C. The reaction progress was monitored by LCMS. The reaction was quenched by the addition of ammonium chloride aqueous solution and then extracted with ethyl acetate, the organic layers combined and concentrated under vacuum. The residue was applied onto a sillia gel column with PE/EA=100/1 to yield 1-(6-chloro-2-methoxypyridin-3-yl)-2-methylpropan-1-one as yellow oil. Mass spectrum (ESI, m/z): Calculated for C10H12ClNO2, 214.1 (M+H), found 214.1.

The synthetic route of 113778-69-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Janssen Pharmaceutica NV; Zhang, Xuqing; Macielag, Mark J.; (179 pag.)US2019/47959; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

New downstream synthetic route of 113778-69-1

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, N-Methoxy-N-methylisobutyramide, other downstream synthetic routes, hurry up and to see.

Application of 113778-69-1, 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. 113778-69-1, name is N-Methoxy-N-methylisobutyramide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

n-Butyllithium (2.5 M in n-hexane, 22.0 mL, 44.4 mmol) was added dropwise to a – 80 C solution of 2-bromo-5-(trifluoromethyl)pyridine (5.0 g, 22.1 mmol) in THF (35 mL), and the resulting solution stirred for 10 minutes. N-methoxy-N-methylisobutyramide (3.49 g, 26.61 mmol) was added at -80 C, and the reaction mixture stirred for 1 h at -80 C. The reaction was then quenched by the addition of 40 mL of saturated aqueous ammonium chloride solution, and the mixture was allowed to warm to room temperature. The resulting solution was extracted with 3×40 mL of ethyl acetate, and the combined organic phases were washed with brine, dried over anhydrous sodium sulfate, filtered, and concentrated under vacuum. The residue was purified via column chromatography on silica gel (eluting with 1 :7 ethyl acetate/petroleum ether) to give 2-methyl-l-(5-(trifluoromethyl)pyridin-2-yl)propan-l-one (550 mg, 8% yield) as a yellow solid. MS (ESI, m/z): 218 [M+H]+.

Reference:
Patent; FORMA THERAPEUTICS, INC.; ZHENG, Xiaozhang; MARTIN, Matthew W.; NG, Pui Yee; THOMASON, Jennifer R.; HAN, Bingsong; RUDNITSKAYA, Aleksandra; LANCIA, JR., David R.; (180 pag.)WO2019/204550; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Share a compound : 113778-69-1

Synthetic Route of 113778-69-1,Some common heterocyclic compound, 113778-69-1, name is N-Methoxy-N-methylisobutyramide, molecular formula is C6H13NO2, 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.

A solution of N’-(4-bromo-5-methoxy-2-methyl-phenyl)-N-ethyl-N-methyl-formamidine (2.0 g, 7.01 mmol) in dry tetrahydrofuran (3.5 mL) under IS -atmosphere was added drop wise to a suspension of LiCI (0.33 g, 7.71 mmol) and Mg-turnings (0.26 g, 7.02 mmol) in dry tetrahydrofuran (3.5 mL) at a temperature between 20 C to 40 C (temperature controlled by addition rate). Upon completed addition, the reaction was aged for 1 h at 40 C and then the mixture was then cooled to 0 C. N-methoxy-N,2-dimethyl-propanamide (1.01 g, 7.33 mmol) was added drop wise and the reaction was mixture was gradually warmed to RT over 1 h. Aqueous NH4CI solution was added and the mixture was extracted with EtOAc. The organic layer was washed with water, brine, dried over MgSC>4, filtrated and concentrated in vacuo. The residue was purified by flash chromatography on silica gel to afford the title compound as light yellow oil . 1H NMR (400 MHz, CDC) delta 7.47 (br. s, 2H), 6.30 (s, 1H), 3.85 (s, 3H), 3.25 – 3.60 (m, 3H), 3.02 (s, 3H), 2.18 (s, 3H), 1.59 (s, 1H), 1.23 (t, 3H), 1.13 (d, 6H).

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; WEISS, Matthias; GAGNEPAIN, Julien, Daniel, Henri; HOFFMAN, Thomas, James; SULZER-MOSSE, Sarah; LAMBERTH, Clemens; (86 pag.)WO2017/102635; (2017); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

New learning discoveries about 113778-69-1

Reference of 113778-69-1,Some common heterocyclic compound, 113778-69-1, name is N-Methoxy-N-methylisobutyramide, molecular formula is C6H13NO2, 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.

Reference:
Patent; GLAXO GROUP LIMITED; WO2008/34860; (2008); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics