4-aminothieno[3,2-d]pyrimidine-7-carboxylic acid [6-chloro-2-fluoro-3-(propane-1-sulfonylamino)phenyl]amide

Base Information

Chemical Name:4-aminothieno[3,2-d]pyrimidine-7-carboxylic acid [6-chloro-2-fluoro-3-(propane-1-sulfonylamino)phenyl]amide
CAS No.:1269666-20-7
Molecular Formula:C₁₆H₁₅ClFN₅O₃S₂
Molecular Weight:443.91
Hs Code.:

Synonyms:4-aminothieno[3,2-d]pyrimidine-7-carboxylic acid [6-chloro-2-fluoro-3-(propane-1-sulfonylamino)phenyl]amide

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Chemical Property of 4-aminothieno[3,2-d]pyrimidine-7-carboxylic acid [6-chloro-2-fluoro-3-(propane-1-sulfonylamino)phenyl]amide

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Technology Process of 4-aminothieno[3,2-d]pyrimidine-7-carboxylic acid [6-chloro-2-fluoro-3-(propane-1-sulfonylamino)phenyl]amide

There total 12 articles about 4-aminothieno[3,2-d]pyrimidine-7-carboxylic acid [6-chloro-2-fluoro-3-(propane-1-sulfonylamino)phenyl]amide 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: 89.0%

: 1362739-46-5
4-chloro-N-(6-chloro-2-fluoro-3-(propylsulfonamido)phenyl)thieno[3,2-d]pyrimidine-7-carboxamide

: 1269666-20-7
4-aminothieno[3,2-d]pyrimidine-7-carboxylic acid [6-chloro-2-fluoro-3-(propane-1-sulfonylamino)phenyl]amide

Guidance literature:: With ammonia; In isopropyl alcohol; at 95 ℃; for 24h; Inert atmosphere;
DOI:10.1021/jm300016v

Reference yield:

: 918523-47-4
benzyl 6-chloro-2-fluoro-3-(propylsulfonamido)benzoate

: 1269666-20-7
4-aminothieno[3,2-d]pyrimidine-7-carboxylic acid [6-chloro-2-fluoro-3-(propane-1-sulfonylamino)phenyl]amide

Guidance literature:: Multi-step reaction with 4 steps

1.1: water; potassium hydroxide / tetrahydrofuran / 16 h / Reflux; Inert atmosphere

2.1: diphenyl phosphoryl azide; triethylamine / tetrahydrofuran / 5 h / 20 - 80 °C / Inert atmosphere

2.2: 15 h / 80 °C

3.1: oxalyl dichloride / tetrahydrofuran / 1.5 h / 55 20 °C / Inert atmosphere

4.1: ammonia / isopropyl alcohol / 24 h / 95 °C / Inert atmosphere

With oxalyl dichloride; diphenyl phosphoryl azide; ammonia; water; triethylamine; potassium hydroxide; In tetrahydrofuran; isopropyl alcohol;
DOI:10.1021/jm300016v

Reference yield:

: 1246223-44-8
methyl 4-chlorothieno[3,2-d]pyrimidine-7-carboxylate

: 1269666-20-7
4-aminothieno[3,2-d]pyrimidine-7-carboxylic acid [6-chloro-2-fluoro-3-(propane-1-sulfonylamino)phenyl]amide

Guidance literature:: Multi-step reaction with 4 steps

1: lithium hydroxide monohydrate / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

2: oxalyl dichloride / tetrahydrofuran; N,N-dimethyl-formamide / 1.25 h / 0 - 20 °C / Inert atmosphere

3: oxalyl dichloride / tetrahydrofuran / 1.5 h / 55 20 °C / Inert atmosphere

4: ammonia / isopropyl alcohol / 24 h / 95 °C / Inert atmosphere

With oxalyl dichloride; lithium hydroxide monohydrate; ammonia; In tetrahydrofuran; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1021/jm300016v