4-Chloro-6-methyl-2-(pyridin-2-yl)pyrimidine → 4-(4-Fluoro-3-methoxyanilino)-6-methyl-2-(2-pyridinyl)pyrimidine
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.[F:15][C:16]1[CH:22]=[CH:21][C:19]([NH2:20])=[CH:18][C:17]=1[O:23][CH3:24]>>[F:15][C:16]1[CH:22]=[CH:21][C:19]([NH:20][C:2]2[CH:7]=[C:6]([CH3:8])[N:5]=[C:4]([C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=3)[N:3]=2)=[CH:18][C:17]=1[O:23][CH3:24]Participants
3
Procedure
The title compound was prepared from 4-chloro-6-methyl-2-(2-pyridinyl)pyrimidine (82.3 mg, 0.4 mmol) and 4-fluoro-3-methoxyaniline (56.4 mg, 0.4 mmol) similar to Example 173 and was isolated as a white solid (96.7 mg, 78%). 1H NMR (CDCl3): 8.63 (d, J=4.2 Hz, 1H), 8.29 (d, J=7.5 Hz, 1H), 7.65 (t, J=7.5 Hz, 1H), 7.42 (s, 1H), 7.20 (m, 1H), 7.0 (d, J=7.5 Hz, 1H), 6.90 (m, 1H), 6.69 (m, 1H), 3.71 (s, 3H), 2.30 (s, 3H),
Sources & evidence
- ORD record
- ord-7372c19128c8406fabd86b1ee2118b1e
- Source dataset
- uspto-grants-2004_04
- Patent number
- US06716851B2
Reaction notes
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