4-Bromoaniline → HCID 11257777, compound

HRID 28543

Reaction equation

HRID 28543 reaction equation
Cl[C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[C:12]([Cl:14])[CH:11]=[CH:10][C:9]=2[CH3:15])[N:5]=[C:4]([NH2:16])[N:3]=1.[Br:17][C:18]1[CH:24]=[CH:23][C:21]([NH2:22])=[CH:20][CH:19]=1>>[Br:17][C:18]1[CH:24]=[CH:23][C:21]([NH:22][C:2]2[CH:7]=[C:6]([C:8]3[CH:13]=[C:12]([Cl:14])[CH:11]=[CH:10][C:9]=3[CH3:15])[N:5]=[C:4]([NH2:16])[N:3]=2)=[CH:20][CH:19]=1

Participants

3

Reactant 2

HCID 78074-BromoanilineHCID 860043474-Chloro-6-(5-chloro-2-methylphenyl)pyrimidin-2-yl-amine

Product 1

HCID 11257777HCID 11257777, compoundYield 84%

Procedure

Following the method described in Example 26, 4-chloro-6-(5-chloro-2-methyl-phenyl)-pyrimidin-2-yl-amine and 4-bromoaniline provided the title compound (84% yield). 1H NMR (DMSO-d6) δ 2.35 (s, 3H, CH3), 6.10 (s, 1H, Ar), 6.45 (s, 2H, NH2), 7.31 (d, 1H, J=8.3 Hz, Ar), 7.37 (dd, 1H, J=8.2 Hz, J=2.3 Hz, Ar), 7.41 (d, 1H, J=2.3 Hz, Ar), 7.43-7.45 (m, 2H, Ar), 7.78-7.75 (m, 2H, Ar), 9.35 (s, 1H, NH).

Sources & evidence

ORD record
ord-32b171185695435ba66c8841ccdd4f78
Source dataset
uspto-grants-2008_09
Patent number
US07419984B2

Linked notes

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