3,4-Dimethoxyaniline → 4-(3,4-Dimethoxyanilino)-6-methyl-2-(2-pyridinyl)pyrimidine

HRID 1765271Notes

Reaction equation

HRID 1765271 reaction equation
Cl[C:2]1[CH:7]=[C:6]([CH3:8])[N:5]=[C:4]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=2)[N:3]=1.[CH3:15][O:16][C:17]1[CH:18]=[C:19]([CH:21]=[CH:22][C:23]=1[O:24][CH3:25])[NH2:20]>>[CH3:15][O:16][C:17]1[CH:18]=[C:19]([CH:21]=[CH:22][C:23]=1[O:24][CH3:25])[NH:20][C:2]1[CH:7]=[C:6]([CH3:8])[N:5]=[C:4]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=2)[N:3]=1

Participants

3

Reactant 2

HCID 227703,4-DimethoxyanilineHCID 27633954-Chloro-6-methyl-2-(pyridin-2-yl)pyrimidine

Product 1

HCID 227323444-(3,4-Dimethoxyanilino)-6-methyl-2-(2-pyridinyl)pyrimidine

Procedure

The title compound was prepared from 4-chloro-6-methyl-2-(2-pyridinyl)pyrimidine (82.3 mg, 0.4 mmol) and 3,4-dimethoxyaniline (61.2 mg, 0.4 mmol) similar to Example 173 and was isolated as a white solid (108 mg, 84%). 1H NMR (CDCl3): 8.63 (d, J=4.2 Hz, 1H), 8.29 (d, J=8.1 Hz, 1H), 7.65 (t, J=1.5 Hz, 1H), 7.18 (m, 2H), 6.7 (s, 1H), 6.71 (s, 2H), 6.28 (s, 1H), 3.73 (s, 3H), 3.71 (s, 3H), 2.29 (s, 3H).

Sources & evidence

ORD record
ord-6b67e6623b6b4a83b3a3214ba53f5c69
Source dataset
uspto-grants-2007_06
Patent number
US07226927B2

Reaction notes

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