4-amino-6-methyl-quinazoline-8-carboxylic acid [2,6-difluoro-3-(propane-1-sulfonylamino)-phenyl]-amide

Base Information

Chemical Name:4-amino-6-methyl-quinazoline-8-carboxylic acid [2,6-difluoro-3-(propane-1-sulfonylamino)-phenyl]-amide
CAS No.:1269420-95-2
Molecular Formula:C₁₉H₁₉F₂N₅O₃S
Molecular Weight:435.454
Hs Code.:

Synonyms:4-amino-6-methyl-quinazoline-8-carboxylic acid [2,6-difluoro-3-(propane-1-sulfonylamino)-phenyl]-amide

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Chemical Property of 4-amino-6-methyl-quinazoline-8-carboxylic acid [2,6-difluoro-3-(propane-1-sulfonylamino)-phenyl]-amide

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Technology Process of 4-amino-6-methyl-quinazoline-8-carboxylic acid [2,6-difluoro-3-(propane-1-sulfonylamino)-phenyl]-amide

There total 12 articles about 4-amino-6-methyl-quinazoline-8-carboxylic acid [2,6-difluoro-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: 90.0%

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

: 1269420-95-2
4-amino-6-methyl-quinazoline-8-carboxylic acid [2,6-difluoro-3-(propane-1-sulfonylamino)-phenyl]-amide

Guidance literature:: With ammonia; In isopropyl alcohol; at 105 ℃; for 0.25h; Microwave irradiation;

Reference yield:

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

: 1269420-95-2
4-amino-6-methyl-quinazoline-8-carboxylic acid [2,6-difluoro-3-(propane-1-sulfonylamino)-phenyl]-amide

Guidance literature:: Multi-step reaction with 6 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

6.1: ammonia / isopropyl alcohol / 0.25 h / 105 °C / Microwave irradiation

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

Reference yield:

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

: 1269420-95-2
4-amino-6-methyl-quinazoline-8-carboxylic acid [2,6-difluoro-3-(propane-1-sulfonylamino)-phenyl]-amide

Guidance literature:: Multi-step reaction with 7 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

7.1: ammonia / isopropyl alcohol / 0.25 h / 105 °C / Microwave irradiation

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