4-Chloroaniline → N*4*-(4-Chloro-phenyl)-6-(2-trifluoromethyl-phenyl)-pyrimidine-2,4-diamine

HRID 28617Notes

Reaction equation

HRID 28617 reaction equation
Cl[C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[C:14]([F:17])([F:16])[F:15])[N:5]=[C:4]([NH2:18])[N:3]=1.[Cl:19][C:20]1[CH:25]=[CH:24][C:23]([NH2:26])=[CH:22][CH:21]=1>>[Cl:19][C:20]1[CH:25]=[CH:24][C:23]([NH:26][C:2]2[CH:7]=[C:6]([C:8]3[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=3[C:14]([F:17])([F:16])[F:15])[N:5]=[C:4]([NH2:18])[N:3]=2)=[CH:22][CH:21]=1

Participants

3

Reactant 2

HCID 78124-ChloroanilineHCID 66521358HCID 66521358, compound

Product 1

HCID 59788219N*4*-(4-Chloro-phenyl)-6-(2-trifluoromethyl-phenyl)-pyrimidine-2,4-diamineYield 28%

Procedure

Following the method described in Example 53, 4-chloro-6-(2-trifluoromethyl-phenyl)-pyrimidin-2-ylamine and 4-chloro-phenylamine provided the title compound (28% yield). 1H NMR (DMSO-d6) δ 6.06 (s, 1H, Ar), 6.45 (s, 2H, NH2), 7.32 (d, 2H, J=8.9 Hz, Ar), 7.49 (d, 1H, J=9.0 Hz, Ar), 7.62-7.75 (m, 2H, Ar), 7.81 (d, 3H, J=8.9 Hz, Ar), 9.37 (s, 1H, NH).

Sources & evidence

ORD record
ord-bdc2229eda674b38a4586d584e906e4e
Source dataset
uspto-grants-2008_09
Patent number
US07419984B2

Reaction notes

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