(3-Trifluoromethoxyphenyl)oxoacetaldehyde → 3-(4-Methoxyphenyl)-5-(3-trifluoromethoxyphenyl)-[1,2,4]triazine
Reaction equation
[F:1][C:2]([F:15])([F:14])[O:3][C:4]1[CH:5]=[C:6]([C:10](=O)[CH:11]=O)[CH:7]=[CH:8][CH:9]=1.I.[CH3:17][O:18][C:19]1[CH:24]=[CH:23][C:22]([C:25]([NH:27][NH2:28])=[NH:26])=[CH:21][CH:20]=1>>[CH3:17][O:18][C:19]1[CH:20]=[CH:21][C:22]([C:25]2[N:27]=[N:28][CH:11]=[C:10]([C:6]3[CH:7]=[CH:8][CH:9]=[C:4]([O:3][C:2]([F:15])([F:14])[F:1])[CH:5]=3)[N:26]=2)=[CH:23][CH:24]=1Participants
3
Procedure
(3-Trifluoromethoxyphenyl)oxoacetaldehyde was reacted with 4-methoxybenzenecarboximidic hydrazide hydriodide salt (2.39 g, 8.16 mmol) using the method described in Example 1 to give 3-(4-methoxyphenyl)-5-(3-trifluoromethoxyphenyl)-[1,2,4]triazine as a yellow solid (1.10 g): δH (400 MHz, CDCl3) 3.92 (3H, s), 7.06-7.10 (2H, m), 7.45-7.49 (1H, m), 7.64 (1H, t, J 8.2 Hz), 8.14-8.18 (2H, m), 8.59-8.63 (2H, m), 9.53 (1H, s); m/z (ES+) 348.
Sources & evidence
- ORD record
- ord-eb2695ec1c9a487eacf9a2dfd247abf0
- Source dataset
- uspto-grants-2005_11
- Patent number
- US06969716B2
Reaction notes
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