4-chloro-N-(2,6-difluoro-3-(propylsulfonamido)phenyl)-6-methylquinazoline-8-carboxamide

Base Information

Chemical Name:4-chloro-N-(2,6-difluoro-3-(propylsulfonamido)phenyl)-6-methylquinazoline-8-carboxamide
CAS No.:1269421-95-5
Molecular Formula:C₁₉H₁₇ClF₂N₄O₃S
Molecular Weight:454.885
Hs Code.:

Synonyms:4-chloro-N-(2,6-difluoro-3-(propylsulfonamido)phenyl)-6-methylquinazoline-8-carboxamide

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Chemical Property of 4-chloro-N-(2,6-difluoro-3-(propylsulfonamido)phenyl)-6-methylquinazoline-8-carboxamide

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Technology Process of 4-chloro-N-(2,6-difluoro-3-(propylsulfonamido)phenyl)-6-methylquinazoline-8-carboxamide

There total 10 articles about 4-chloro-N-(2,6-difluoro-3-(propylsulfonamido)phenyl)-6-methylquinazoline-8-carboxamide 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:

: 1103234-57-6
N-(3-amino-2,4-difluorophenyl)propane-1-sulfonamide

: 1269421-94-4
4-chloro-6-methylquinazoline-8-carbonyl chloride

: 1269421-95-5
4-chloro-N-(2,6-difluoro-3-(propylsulfonamido)phenyl)-6-methylquinazoline-8-carboxamide

Guidance literature:: With pyridine; In chloroform; at 20 ℃; for 2h; Molecular sieve;

Reference yield:

: 13091-43-5
2-amino-3-bromo-5-methylbenzoic acid

: 1269421-95-5
4-chloro-N-(2,6-difluoro-3-(propylsulfonamido)phenyl)-6-methylquinazoline-8-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: ethanol / 48 h / 80 °C

2.1: triethylamine / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 3 h / 120 °C / 15514.9 Torr / Autoclave

3.1: sodium hydroxide; water / methanol / 3 h / 20 °C / Autoclave

3.2: pH 4

4.1: thionyl chloride / N,N-dimethyl-formamide / 2 h / Reflux

5.1: pyridine / chloroform / 2 h / 20 °C / Molecular sieve

With pyridine; thionyl chloride; water; triethylamine; sodium hydroxide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In methanol; ethanol; chloroform; N,N-dimethyl-formamide;

Reference yield:

: 83141-10-0
2,6-difluoro-3-nitrobenzoic acid

: 1269421-95-5
4-chloro-N-(2,6-difluoro-3-(propylsulfonamido)phenyl)-6-methylquinazoline-8-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: methanol / 2 h / Cooling with water bath

2.1: hydrogen / palladium 10% on activated carbon / ethanol / Inert atmosphere

3.1: triethylamine / dichloromethane / 1 h / 20 °C / Cooling with water bath

4.1: sodium hydroxide; water / tetrahydrofuran; methanol / 20 °C

5.1: triethylamine; diphenyl phosphoryl azide / tetrahydrofuran / 5 h / 20 - 80 °C

5.2: 15 h / 80 °C

6.1: pyridine / chloroform / 2 h / 20 °C / Molecular sieve

With pyridine; methanol; diphenyl phosphoryl azide; water; hydrogen; triethylamine; sodium hydroxide; palladium 10% on activated carbon; In tetrahydrofuran; methanol; ethanol; dichloromethane; chloroform; 5.2: Curtius Rearrangement;