3-Chloro-2,4-difluoroaniline → N4-(3-chloro-2,4-difluorophenyl)-7-methoxyquinazoline-4,6-diamine

HRID 2205316Notes

Reaction equation

HRID 2205316 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([NH:9][C:10]2[C:19]3[C:14](=[CH:15][C:16]([O:21][CH2:22]COC)=[C:17]([NH2:20])[CH:18]=3)[N:13]=[CH:12][N:11]=2)[CH:5]=[CH:6][C:7]=1[F:8].ClC1C2C(=CC(OC)=C([N+]([O-])=O)C=2)N=CN=1.ClC1C(F)=C(C=CC=1[F:50])N>>[Cl:1][C:2]1[C:3]([F:50])=[C:4]([NH:9][C:10]2[C:19]3[C:14](=[CH:15][C:16]([O:21][CH3:22])=[C:17]([NH2:20])[CH:18]=3)[N:13]=[CH:12][N:11]=2)[CH:5]=[CH:6][C:7]=1[F:8]

Participants

4

Reactant 3

HCID 2230893-Chloro-2,4-difluoroanilineHCID 104901874-Chloro-7-methoxy-6-nitroquinazolineHCID 18765584N4-(3-Chloro-4-fluorophenyl)-7-(2-methoxyethoxy)quinazoline-4,6-diamine

Product 1

HCID 66609294N4-(3-chloro-2,4-difluorophenyl)-7-methoxyquinazoline-4,6-diamine

Procedure

Starting material: N4-(3-chloro-2,4-difluorophenyl)-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 3-chloro-2,4-difluoro-aniline; other starting materials were prepared as example 1.

Workup

  1. customother starting materials were prepared as example 1

Sources & evidence

ORD record
ord-534f3b46297a44e99610cad3214a6731
Source dataset
uspto-grants-2016_06
Patent number
US09371292B2

Reaction notes

Loading…