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

HRID 28618Notes

Reaction equation

HRID 28618 reaction equation
Cl[C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:5]=[C:4]([NH2:14])[N:3]=1.[Cl:15][C:16]1[CH:21]=[CH:20][C:19]([NH2:22])=[CH:18][CH:17]=1>>[Cl:15][C:16]1[CH:21]=[CH:20][C:19]([NH:22][C:2]2[CH:7]=[C:6]([C:8]3[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=3)[N:5]=[C:4]([NH2:14])[N:3]=2)=[CH:18][CH:17]=1

Participants

3

Reactant 2

HCID 78124-ChloroanilineHCID 2408022-Amino-4-chloro-6-phenylpyrimidine

Product 1

HCID 12629814N*4*-(4-Chloro-phenyl)-6-phenyl-pyrimidine-2,4-diamine

Procedure

Following the method described in Example 53, 4-chloro-6-phenyl-pyrimidin-2-ylamine and 4-chloro-phenylamine provided the title compound as the hydrochloride salt (63% yield). 1H NMR (DMSO-d6) δ 6.70 (s, 1H, Ar), 7.47 (d, 2H, J=8.7 Hz, Ar), 7.66 (d, 3H, J=6.9 Hz, Ar), 7.88 (d, 4H, J=7.2 Hz, Ar), 9.42 (s, 1H, NH), 12.91 (s, 1H, NH).

Sources & evidence

ORD record
ord-44ddb69b499f49ee98c068dac78e7fef
Source dataset
uspto-grants-2008_09
Patent number
US07419984B2

Reaction notes

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