3-Methoxyaniline → HCID 22732470, compound
Reaction equation
Cl[C:2]1[C:7]([Cl:8])=[C:6]([CH3:9])[N:5]=[C:4]([C:10]2[CH:15]=[CH:14][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:12][N:11]=2)[N:3]=1.[CH3:20][O:21][C:22]1[CH:27]=[CH:26][CH:25]=[C:24]([NH2:28])[CH:23]=1>>[CH3:20][O:21][C:22]1[CH:23]=[C:24]([CH:25]=[CH:26][CH:27]=1)[NH:28][C:2]1[C:7]([Cl:8])=[C:6]([CH3:9])[N:5]=[C:4]([C:10]2[CH:15]=[CH:14][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:12][N:11]=2)[N:3]=1Participants
3
Procedure
The title compound was prepared from 4,5-dichloro-6-methyl-2-[5-(trifluoromethyl)-2-pyridinyl]pyrimidine (100 mg, 0.325 mmol) and m-anisidine (37 μl, 0.325 mmol) similar to Example 11 as a pale white solid (26 mg, 20%). 1H NMR (CDCl3): 9.05 (dd, J=0.8, 1.4 Hz, 1H), 8.53 (d, J=8.4 Hz, 1H), 8.06 (dd, J=2.3, 8.3 Hz, 1H), 7.57 (t, J=2.3 Hz, 1H), 7.36 (s, 1H), 7.31 (t, J=8.1 Hz, 1H), 7.18–7.14 (m, 1H), 6.75–6.72 (m, 1H), 3.88 (s, 3H), 2.71 (s, 3H).
Sources & evidence
- ORD record
- ord-c46524d5ed51408c848cf35930cbb811
- Source dataset
- uspto-grants-2007_06
- Patent number
- US07226927B2
Reaction notes
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