N-(4-chloro-2-fluoro-3-(3-methyl-4-oxo-3,4-dihydroquinazolin-6-ylamino)phenyl)dimethylsulfamide

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Chemical Name:N-(4-chloro-2-fluoro-3-(3-methyl-4-oxo-3,4-dihydroquinazolin-6-ylamino)phenyl)dimethylsulfamide
CAS No.:1396310-76-1
Molecular Formula:C₁₇H₁₇ClFN₅O₃S
Molecular Weight:425.871
Hs Code.:

Synonyms:N-(4-chloro-2-fluoro-3-(3-methyl-4-oxo-3,4-dihydroquinazolin-6-ylamino)phenyl)dimethylsulfamide

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Chemical Property of N-(4-chloro-2-fluoro-3-(3-methyl-4-oxo-3,4-dihydroquinazolin-6-ylamino)phenyl)dimethylsulfamide

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Technology Process of N-(4-chloro-2-fluoro-3-(3-methyl-4-oxo-3,4-dihydroquinazolin-6-ylamino)phenyl)dimethylsulfamide

There total 7 articles about N-(4-chloro-2-fluoro-3-(3-methyl-4-oxo-3,4-dihydroquinazolin-6-ylamino)phenyl)dimethylsulfamide 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: 28.0%

: 1396310-19-2
N-(4-chloro-2-fluoro-3-(3-methyl-4-oxo-3,4-dihydroquinazolin-6-ylamino)phenyl)propane-1-sulfonamide

: 13360-57-1
dimethylamino sulfonyl chloride

: 1396310-76-1
N-(4-chloro-2-fluoro-3-(3-methyl-4-oxo-3,4-dihydroquinazolin-6-ylamino)phenyl)dimethylsulfamide

Guidance literature:: N-(4-chloro-2-fluoro-3-(3-methyl-4-oxo-3,4-dihydroquinazolin-6-ylamino)phenyl)propane-1-sulfonamide; dimethylamino sulfonyl chloride; With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 48h;

With water; sodium hydroxide; In N,N-dimethyl-formamide; for 2h;

Reference yield:

: 57946-56-2
2-fluoro-4-chloroaniline

: 1396310-76-1
N-(4-chloro-2-fluoro-3-(3-methyl-4-oxo-3,4-dihydroquinazolin-6-ylamino)phenyl)dimethylsulfamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: 1,2-bis-(chlorodimethylsilyl)ethane / hexane; tetrahydrofuran / -78 - 20 °C

1.2: 1.5 h / -78 - 20 °C

2.1: triethylamine / dichloromethane / 0 - 20 °C

3.1: potassium hydroxide; water / tetrahydrofuran / 16 h / Reflux

4.1: triethylamine; diphenyl phosphoryl azide / tetrahydrofuran / 2 h / 20 - 70 °C

4.2: 3 h / 70 °C

5.1: sodium t-butanolate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / Pd₂dba3*CHCl₃ / toluene / 16 h / 100 °C / Inert atmosphere

6.1: potassium carbonate / N,N-dimethyl-formamide / 48 h / 20 °C

6.2: 2 h

With 1,2-bis-(chlorodimethylsilyl)ethane; diphenyl phosphoryl azide; water; potassium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; triethylamine; potassium hydroxide; sodium t-butanolate; Pd₂dba3*CHCl₃; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; 5.1: Buchwald coupling;

Reference yield:

: 918523-48-5
6-chloro-2-fluoro-3-(propane-1-sulfonamido)benzoic acid

: 1396310-76-1
N-(4-chloro-2-fluoro-3-(3-methyl-4-oxo-3,4-dihydroquinazolin-6-ylamino)phenyl)dimethylsulfamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: triethylamine; diphenyl phosphoryl azide / tetrahydrofuran / 2 h / 20 - 70 °C

1.2: 3 h / 70 °C

2.1: sodium t-butanolate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / Pd₂dba3*CHCl₃ / toluene / 16 h / 100 °C / Inert atmosphere

3.1: potassium carbonate / N,N-dimethyl-formamide / 48 h / 20 °C

3.2: 2 h

With diphenyl phosphoryl azide; potassium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; triethylamine; sodium t-butanolate; Pd₂dba3*CHCl₃; In tetrahydrofuran; N,N-dimethyl-formamide; toluene; 2.1: Buchwald coupling;