2,5-Dimethoxyaniline → HCID 9969752, compound
Reaction equation
Cl[C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[N:5]=[C:4]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=2)[N:3]=1.[CH3:18][O:19][C:20]1[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[CH:23][C:21]=1[NH2:22]>>[CH3:18][O:19][C:20]1[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[CH:23][C:21]=1[NH:22][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[N:5]=[C:4]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=2)[N:3]=1Participants
3
Procedure
The title compound was prepared from a mixture of 4-chloro-2-(2-pyridinyl)-6-(trifluoromethyl)pyrimidine (50 mg, 0.193 mmol) and 2,5-dimethoxyaniline (59 mg, 0.386 mmol) similar to Example 58 and isolated as a light brown solid (36 mg, 50%). 1H NMR (DMSO-d6): 9.65 (s, 1H), 8.76–8.73 (m, 1H), 8.32 (d, J=7.8 Hz, 2H), 8.03–7.97 (m, 1H), 7.58–7.54 (m, 2H), 7.05 (d, J=9.0 Hz, 1H), 6.70 (dd, J=3.0, 8.7 Hz, 1H), 3.84 (s, 3H), 3.82 (s, 3H).
Sources & evidence
- ORD record
- ord-e4a561c0e44b401f8daa8cb810cb972f
- Source dataset
- uspto-grants-2007_06
- Patent number
- US07226927B2
Reaction notes
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