2,5-Dimethylaniline → 4-(2,5-Dimethylanilino)-2,6-di(2-pyridinyl)pyrimidine

HRID 1765214Notes

Reaction equation

HRID 1765214 reaction equation
Cl[C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=2)[N:5]=[C:4]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=2)[N:3]=1.[CH3:20][C:21]1[CH:27]=[CH:26][C:25]([CH3:28])=[CH:24][C:22]=1[NH2:23]>>[CH3:20][C:21]1[CH:27]=[CH:26][C:25]([CH3:28])=[CH:24][C:22]=1[NH:23][C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=2)[N:5]=[C:4]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=2)[N:3]=1

Participants

3

Reactant 2

HCID 72592,5-DimethylanilineHCID 27670664-Chloro-2,6-di(2-pyridinyl)pyrimidine

Product 1

HCID 227323414-(2,5-Dimethylanilino)-2,6-di(2-pyridinyl)pyrimidine

Procedure

The title compound was prepared from a mixture 4-chloro-2,6-di(2-pyridinyl)pyrimidine (25 mg, 0.093 mmol) and 2,5-dimethylaniline (17 μl, 0.140 mmol) similar to Example 111 and isolated as a yellow oil (7 mg, 21%). 1H NMR (CDCl3): 8.88–8.86 (m, 1H), 8.71–8.68 (m, 1H), 8.64–8.58 (m, 2H), 7.92–7.82 (m, 2H), 7.50 (s, 1H), 7.43–7.32 (m, 2H), 7.23 (s, 1H), 7.21 (d, J=7.5 Hz, 1H), 7.09 (s, 1H), 7.04 (dd, J=1.8, 7.8 Hz, 1H), 2.36 (s, 3H), 2.27 (s, 3H).

Sources & evidence

ORD record
ord-9bd1de7433204682a11868ceb4c7196d
Source dataset
uspto-grants-2007_06
Patent number
US07226927B2

Reaction notes

Loading…