2-Methoxy-5-Methylaniline → 4-(2-Methoxy-5-methylanilino)-2,6-di(2-pyridinyl)pyrimidine

HRID 1765212Notes

Reaction equation

HRID 1765212 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][O:21][C:22]1[CH:28]=[CH:27][C:26]([CH3:29])=[CH:25][C:23]=1[NH2:24]>>[CH3:20][O:21][C:22]1[CH:28]=[CH:27][C:26]([CH3:29])=[CH:25][C:23]=1[NH:24][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 84452-Methoxy-5-MethylanilineHCID 27670664-Chloro-2,6-di(2-pyridinyl)pyrimidine

Product 1

HCID 227324724-(2-Methoxy-5-methylanilino)-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-methoxy-5-methylaniline (19 mg, 0.140 mmol) similar to Example 111 and isolated as a yellow solid (12 mg, 35%). 1H NMR (CDCl3): 8.89–8.87 (m, 1H), 8.69–8.64 (m, 3H), 7.92–7.84 (m, 3H), 7.89 (s, 1H), 7.55 (s, 1H), 7.44–7.36 (m, 2H), 6.92 (dd, J=1.8, 8.1 Hz, 1H), 6.85 (d, J=8.1 Hz, 1H), 3.86 (s, 3H), 2.39 (s, 3H).

Sources & evidence

ORD record
ord-14fa03b8d7b9400187a21ec8d48fc711
Source dataset
uspto-grants-2007_06
Patent number
US07226927B2

Reaction notes

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