N4-(3-Chloro-4-fluorophenyl)-7-(2-methoxyethoxy)quinazoline-4,6-diamine → N4-(3-chloro-4-fluorophenyl)-7-ethoxyquinazoline-4,6-diamine

HRID 2205311Notes

Reaction equation

HRID 2205311 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][CH2:23]OC)=[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(OCC)=C([N+]([O-])=O)C=2)N=CN=1>>[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][CH3:23])=[C:17]([NH2:20])[CH:18]=3)[N:13]=[CH:12][N:11]=2)[CH:5]=[CH:6][C:7]=1[F:8]

Participants

3

Reactant 2

HCID 18765584N4-(3-Chloro-4-fluorophenyl)-7-(2-methoxyethoxy)quinazoline-4,6-diamineHCID 867272764-Chloro-7-ethoxy-6-nitroquinazoline

Product 1

HCID 66584354N4-(3-chloro-4-fluorophenyl)-7-ethoxyquinazoline-4,6-diamine

Procedure

Starting material: N4-(3-chloro-4-fluorophenyl)-7-ethoxyquinazoline-4,6-diamine was prepared according to the same method of the preparation of N4-(3-chloro-4-fluorophenyl)-7-(2-methoxy)ethoxyquinazoline-4,6-diamine in WO2008/33747, but starting material was 4-chloro-7-ethoxy-6-nitro-quinazoline (Bioorg. Med. Chem, 2007, 15, 3635-3648); other materials were prepared as example 1.

Workup

  1. customother materials were prepared as example 1

Sources & evidence

ORD record
ord-5038da78166b47dfa7a634de9166bf50
Source dataset
uspto-grants-2016_06
Patent number
US09371292B2

Reaction notes

Loading…