4-(4-chlorophenyl)pyrimidin-2-amine → HCID 44193378, compound

HRID 1855462Notes

Reaction equation

HRID 1855462 reaction equation
Br[C:2]1[CH:3]=[CH:4][C:5]([N:10]2[CH:14]=[C:13]([CH3:15])[N:12]=[CH:11]2)=[C:6]([CH:9]=1)[C:7]#[N:8].[Cl:16][C:17]1[CH:22]=[CH:21][C:20]([C:23]2[CH:28]=[CH:27][N:26]=[C:25]([NH2:29])[N:24]=2)=[CH:19][CH:18]=1>>[Cl:16][C:17]1[CH:18]=[CH:19][C:20]([C:23]2[CH:28]=[CH:27][N:26]=[C:25]([NH:29][C:2]3[CH:3]=[CH:4][C:5]([N:10]4[CH:14]=[C:13]([CH3:15])[N:12]=[CH:11]4)=[C:6]([CH:9]=3)[C:7]#[N:8])[N:24]=2)=[CH:21][CH:22]=1

Participants

3

Reactant 2

HCID 14921304-(4-chlorophenyl)pyrimidin-2-amineHCID 669615175-bromo-2-(4-methyl-1H-imidazol-1-yl)benzonitrile

Product 1

HCID 44193378HCID 44193378, compound

Procedure

Prepared in analogy to example 112b) from 5-bromo-2-(4-methyl-imidazol-1-yl)-benzonitrile and 4-(4-chloro-phenyl)-pyrimidin-2-ylamine. The title compound was obtained as a colorless solid (Yield=35%). MS ISP (m/e): 387.2 (100) [(M+H)+]. 1H NMR (DMSO-D6, 300 MHz): δ (ppm)=10.31 (s, 1H), 8.69 (d, 1H), 8.47 (s, 1H), 8.25-8.15 (m, 3H), 7.97 (s, 1H), 7.55-7.50 (m, 3H), 7.57 (d, 1H), 7.29 (s, 1H), 2.20 (s, 3H).

Sources & evidence

ORD record
ord-d528be9f970b451f967b717565ace1d9
Source dataset
uspto-grants-2015_02
Patent number
US08962834B2

Reaction notes

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