Category: 20781-20-8

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. 20781-20-8 name is (2,4-Dimethoxyphenyl)methanamine, 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. 20781-20-8

(h) (2R,5R)-tert-butyl 2-(1-bromo-8-((2,4-dimethoxybenzyl)amino)imidazo[1,5-a]pyrazin-3-yl)-5-(((tert-butyldiphenylsilyl)oxy)methyl)morpholine-4-carboxylate (2R,5R)-tert-butyl 2-(1-bromo-8-chloroimidazo[1,5-a]pyrazin-3-yl)-5-(((tert-butyl diphenylsilyl)oxy)methyl)morpholine-4-carboxylate (0.5 g, 0.729 mmol), (2,4-dimethoxyphenyl)methanamine (0.25 g, 1.46 mmol) and N-ethyl-N-isopropylpropan-2-amine (0.283 g, 2.186 mmol) were dissolved in 20 mL 1,4-dioxane stirred at r.t for overnight. Another 1 equiv. of (2,4-dimethoxyphenyl)methanamine was added and heated to 50 C. and stirred for one more overnight. The reaction mixture was then concentrated under vacuum to give the crude (2R,5R)-tert-butyl 2-(1-bromo-8-((2,4-dimethoxybenzyl)amino)imidazo[1,5-a]pyrazin-3-yl)-5-(((tert-butyldiphenylsilyl)oxy)methyl)morpholine-4-carboxylate (0.516 g, 87%). LCMS: [M+H]+: 818.31, Ret. time 1.28 min, LC-MS method E).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (2,4-Dimethoxyphenyl)methanamine, and friends who are interested can also refer to it.

Reference:
Patent; KIM, RONALD M.; Liu, Jian; Gao, Xiaolei; Boga, Sobhana Babu; Guiadeen, Deodialsingh; Kozlowski, Joseph A.; Yu, Wensheng; Anand, Rajan; Yu, Younong; Selyutin, Oleg B.; Gao, Ying-Duo; Wu, Hao; Liu, Shilan; Yang, Chundao; Wang, Hongjian; US2014/206681; (2014); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

These common heterocyclic compound, 20781-20-8, name is (2,4-Dimethoxyphenyl)methanamine, 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. 20781-20-8

Intermediate 3C:; [00197] To Intermediate 3B (3.0 g, 11.99 mmol) in toluene (18 mL) was added (2,4-dimethoxyphenyl)methanamine (2.476 mL, 16.48 mmol). The mixture was stirred at 125 0C (oil bath) for 3.5 h. The color changed from deep red to yellow. After the mixture cooled to rt, it was triturated with EtOAc/hexanes (1 : 2) and left standing overnight. The yellow precipitate was collected by filtration to give Intermediate 3C (3.92 g, 96% yield).

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 20781-20-8.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2008/79836; (2008); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

20781-20-8, A common compound: 20781-20-8, name is (2,4-Dimethoxyphenyl)methanamine, belongs to ethers-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

To a solution of compound 58 (6.6 g, 33.5 mmol) in dichloromethane (100 mL) were added DIPEA (8.65 g, 67 mmol), HOBt (5.4 g, 36.85 mmol) and EDCI (9.6 g, 50.3 mmol). After about 15 min stirring, to the homogeneous reaction mixture was added a solution of 2,4-dimethoxybenzyl amine (5.6 g, 33.5 mmol) in dichloromethane (50 mL) dropwise under nitrogen atmosphere. The resulting mixture was stirred under nitrogen atmosphere at room temperature for 16h. The reaction mixture was washed successively with IN NaOH (100 mL), water (100 mL) and brine (100 mL). The organic phase was then dried over Na2S04 and evaporated to give a crude solid product 59 that crystallized from ethyl ether. Filtration and open air suction drying afforded an off-white solid pure product 9.8g (96%), (MS: [M+l] = 347).

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, (2,4-Dimethoxyphenyl)methanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AGENEBIO, INC.; MEKONNEN, Belew; BUTERA, John, A.; HUANG, Jianxing; WO2015/95783; (2015); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

20781-20-8, 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. 20781-20-8, name is (2,4-Dimethoxyphenyl)methanamine, This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 2-chloro-6-(2-furyl)-5-pyrimidin-4-ylnicotinonitrile (0.99 g, 3.50 mmol), 3,4- dimethoxybenzylamine (1.19 g, 7.12 mmol) and triethylamine (0.385 g, 3.80 mmol) in ethanol (13 rill) was heated at 175 C for 50. minutes in Biotage Initiator Microwave Synthesizer. The mixture was then poured into water and extracted with ethyl acetate. The organic layer was dried (MgS04) and evaporated. The resultant oil was taken up in dichloromethane (45 mL), polymer supported benzaldehyde resin (4.82 g, 6.03 mmol of active aldehyde residues) was added and the mixture was shaken overnight. The mixture was filtered and the resin was washed with tetrahydrofuran. The combined filtrate and washings were evaporated to give the title compound (1.50 g, 100%) as an oil. 8 1H NMR (CDCl3) : 9.25 (d, 1 H), 8.60 (d, 1 H), 7.98 (s, 1 H), 7.30 (m, 2H), 7.10 (m, 2H), 6.50 (m, 3H), 6.00 (t, 1 H), 4.75 (d, 2H), 3.90 (s, 3H), 3.85 (s, 3H). ESI/MS (m/e, %) : 414 [(M+1) +, 100].

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; ALMIRALL PRODESFARMA, SA; WO2005/100353; (2005); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem