methyl 2-(2-acetamido-6-phenylfuro[3,2-b]pyrazine-7-carboxamido)propanoate

Base Information

• Chemical Name: methyl 2-(2-acetamido-6-phenylfuro[3,2-b]pyrazine-7-carboxamido)propanoate
• CAS No.: 1369514-60-2
• Molecular Formula: C₁₉H₁₈N₄O₅
• Molecular Weight: 382.376

Synonyms:methyl 2-(2-acetamido-6-phenylfuro[3,2-b]pyrazine-7-carboxamido)propanoate

Chemical Property of methyl 2-(2-acetamido-6-phenylfuro[3,2-b]pyrazine-7-carboxamido)propanoate

Chemical Property:

Purity/Quality:

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Technology Process of methyl 2-(2-acetamido-6-phenylfuro[3,2-b]pyrazine-7-carboxamido)propanoate

There total 8 articles about methyl 2-(2-acetamido-6-phenylfuro[3,2-b]pyrazine-7-carboxamido)propanoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 73.0%

acetamide (60-35-5) + methyl 2-(2-chloro-6-phenylfuro[3,2-b]pyrazine-7-carboxamido)propanoate (1369514-35-1) → methyl 2-(2-acetamido-6-phenylfuro[3,2-b]pyrazine-7-carboxamido)propanoate (1369514-60-2)

Guidance literature:

With palladium diacetate; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; at 140 ℃; for 0.666667h; Microwave irradiation;

DOI:10.1016/j.tet.2012.02.022

Reference yield:

C14H11ClN2O3 → methyl 2-(2-acetamido-6-phenylfuro[3,2-b]pyrazine-7-carboxamido)propanoate (1369514-60-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium periodate / tetrahydrofuran; water / 7 h / 20 °C

2.1: sodium chlorite; sodium dihydrogen phosphate monohydrate; 2-methyl-but-2-ene; water / tert-butyl alcohol / 1 h / 20 °C

2.2: pH 2

3.1: 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 0.42 h / 80 °C / Microwave irradiation

4.1: palladium diacetate; caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene / tetrahydrofuran / 0.67 h / 140 °C / Microwave irradiation

With sodium chlorite; sodium periodate; 1-hydroxy-7-aza-benzotriazole; sodium dihydrogen phosphate monohydrate; 2-methyl-but-2-ene; water; palladium diacetate; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol; 4.1: Buchwald-Hartwig amidation;

DOI:10.1016/j.tet.2012.02.022

Reference yield:

1-(4-methoxybenzyl)-5-chloro-3-(2-phenylethynyl)pyrazin-2(1H)-one (1011736-18-7) → methyl 2-(2-acetamido-6-phenylfuro[3,2-b]pyrazine-7-carboxamido)propanoate (1369514-60-2)

Guidance literature:

Multi-step reaction with 7 steps

1.1: iodine / dichloromethane / 0.25 h / 20 °C

2.1: palladium diacetate; caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene / tetrahydrofuran / 0.42 h / 160 °C / Microwave irradiation

3.1: 4-methyl-morpholine; osmium(VIII) oxide; water / acetone; tert-butyl alcohol / Inert atmosphere

4.1: sodium periodate / tetrahydrofuran; water / 7 h / 20 °C

5.1: sodium chlorite; sodium dihydrogen phosphate monohydrate; 2-methyl-but-2-ene; water / tert-butyl alcohol / 1 h / 20 °C

5.2: pH 2

6.1: 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 0.42 h / 80 °C / Microwave irradiation

7.1: palladium diacetate; caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene / tetrahydrofuran / 0.67 h / 140 °C / Microwave irradiation

With 4-methyl-morpholine; sodium chlorite; sodium periodate; osmium(VIII) oxide; 1-hydroxy-7-aza-benzotriazole; sodium dihydrogen phosphate monohydrate; 2-methyl-but-2-ene; water; iodine; palladium diacetate; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; In tetrahydrofuran; dichloromethane; water; acetone; tert-butyl alcohol; 7.1: Buchwald-Hartwig amidation;

DOI:10.1016/j.tet.2012.02.022

upstream raw materials:

acetamide

methyl 2-(2-chloro-6-phenylfuro[3,2-b]pyrazine-7-carboxamido)propanoate

1-(4-methoxybenzyl)-5-chloro-3-(2-phenylethynyl)pyrazin-2(1H)-one

2-chloro-6-phenyl-7-vinyl-furo[2,3-b]pyrazine

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