4-Chloro-3-(trifluoromethyl)aniline → N4-(4-chloro-3-(trifluoromethyl)phenyl)-7-methoxyquinazoline-4,6-diamine

HRID 2205314Notes

Reaction equation

HRID 2205314 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.[Cl:42][C:43]1[CH:49]=[CH:48][C:46]([NH2:47])=[CH:45][C:44]=1[C:50]([F:53])([F:52])[F:51]>>[Cl: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)=[CH:45][C:44]=1[C:50]([F:51])([F:52])[F:53]

Participants

4

Reactant 3

HCID 675744-Chloro-3-(trifluoromethyl)anilineHCID 104901874-Chloro-7-methoxy-6-nitroquinazolineHCID 18765584N4-(3-Chloro-4-fluorophenyl)-7-(2-methoxyethoxy)quinazoline-4,6-diamine

Product 1

HCID 86727279N4-(4-chloro-3-(trifluoromethyl)phenyl)-7-methoxyquinazoline-4,6-diamine

Procedure

Starting material: N4-(4-chloro-3-(trifluoromethyl)phenyl)-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-chloro-3-(trifluoromethyl) aniline; other starting materials were prepared as example 1.

Workup

  1. customother starting materials were prepared as example 1

Sources & evidence

ORD record
ord-680c07fbdf6d4a81bc3dde1b316efcf3
Source dataset
uspto-grants-2016_06
Patent number
US09371292B2

Reaction notes

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