2-Methoxy-5-nitroaniline → N-(5-amino-2-methoxyphenyl)-N'-(3-chloro-4-fluorophenyl)pyrimidine-4,6-diamine

HRID 404778Notes

Reaction equation

HRID 404778 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([NH:9][C:10]2[CH:15]=[C:14](Cl)[N:13]=[CH:12][N:11]=2)[CH:5]=[CH:6][C:7]=1[F:8].[CH3:17][O:18][C:19]1[CH:25]=[CH:24][C:23]([N+:26]([O-])=O)=[CH:22][C:20]=1[NH2:21]>>[NH2:26][C:23]1[CH:24]=[CH:25][C:19]([O:18][CH3:17])=[C:20]([NH:21][C:14]2[CH:15]=[C:10]([NH:9][C:4]3[CH:5]=[CH:6][C:7]([F:8])=[C:2]([Cl:1])[CH:3]=3)[N:11]=[CH:12][N:13]=2)[CH:22]=1

Participants

3

Reactant 2

HCID 74472-Methoxy-5-nitroanilineHCID 542586564-(3-Chloro-4-fluorophenylamino)-6-chloropyrimidine

Product 1

HCID 58434677N-(5-amino-2-methoxyphenyl)-N'-(3-chloro-4-fluorophenyl)pyrimidine-4,6-diamine

Procedure

In a manner substantially similar to that described above 4-(3-chloro-4-fluorophenylamino)-6-chloropyrimidine and 2-methoxy-5-nitroaniline gave N-(5-amino-2-methoxyphenyl)-N′-(3-chloro-4-fluorophenyl)pyrimidine-4,6-diamine. (Int-G) MS (m/z): 360/362 (M+1).

Sources & evidence

ORD record
ord-c47b93d9446f4799b52455019d877f65
Source dataset
uspto-grants-2014_06
Patent number
US08748606B2

Reaction notes

Loading…