4-Bromo-3-chloro-2-fluoroaniline → N4-(4-bromo-3-chloro-2-fluorophenyl)-7-methoxyquinazoline-4,6-diamine

HRID 2205318Notes

Reaction equation

HRID 2205318 reaction equation
ClC1C=C(NC2C3C(=CC(OCCOC)=C(N)C=3)N=CN=2)C=CC=1F.Cl[C:27]1[C:36]2[C:31](=[CH:32][C:33]([O:40][CH3:41])=[C:34]([N+:37]([O-])=O)[CH:35]=2)[N:30]=[CH:29][N:28]=1.[Br:42][C:43]1[CH:49]=[CH:48][C:46]([NH2:47])=[C:45]([F:50])[C:44]=1[Cl:51]>>[Br:42][C:43]1[CH:49]=[CH:48][C:46]([NH:47][C:27]2[C:36]3[C:31](=[CH:32][C:33]([O:40][CH3:41])=[C:34]([NH2:37])[CH:35]=3)[N:30]=[CH:29][N:28]=2)=[C:45]([F:50])[C:44]=1[Cl:51]

Participants

4

Reactant 3

HCID 27827054-Bromo-3-chloro-2-fluoroanilineHCID 104901874-Chloro-7-methoxy-6-nitroquinazolineHCID 18765584N4-(3-Chloro-4-fluorophenyl)-7-(2-methoxyethoxy)quinazoline-4,6-diamine

Product 1

HCID 86727282N4-(4-bromo-3-chloro-2-fluorophenyl)-7-methoxyquinazoline-4,6-diamine

Procedure

Starting material: N4-(4-bromo-3-chloro-2-fluorophenyl)-7-methoxyquinazoline-4,6-diamine was prepared according to the same method of preparation of N4-(3-chloro-4-fluorophenyl)-7-(2-methoxy)ethoxyquinazoline-4,6-diamine in WO2008/33747, but the starting materials were 4-chloro-7-methoxy-6-nitro-quinazoline and 4-bromo-3-chloro-2-fluoro-aniline; other starting materials were prepared as example 1.

Workup

  1. customother starting materials were prepared as example 1

Sources & evidence

ORD record
ord-581554cd296d418e85f84b0572a9a4fa
Source dataset
uspto-grants-2016_06
Patent number
US09371292B2

Reaction notes

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