(4-Fluoro-3-trifluoromethylphenyl)oxoacetaldehyde → 5-(4-Fluoro-3-trifluoromethylphenyl)-3-(4-methoxyphenyl)-[1,2,4]triazine

HRID 1064286Notes

Reaction equation

HRID 1064286 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=O)[CH:9]=O)=[CH:4][C:3]=1[C:12]([F:15])([F:14])[F:13].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>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:26]=[C:25]([C:22]3[CH:23]=[CH:24][C:19]([O:18][CH3:17])=[CH:20][CH:21]=3)[N:27]=[N:28][CH:9]=2)=[CH:4][C:3]=1[C:12]([F:15])([F:14])[F:13]

Participants

3

Reactant 2

HCID 22273600(4-Fluoro-3-trifluoromethylphenyl)oxoacetaldehydeHCID 178491255HCID 178491255, compound

Product 1

HCID 100663885-(4-Fluoro-3-trifluoromethylphenyl)-3-(4-methoxyphenyl)-[1,2,4]triazine

Procedure

(4-Fluoro-3-trifluoromethylphenyl)oxoacetaldehyde was reacted with 4-methoxybenzenecarboximidic hydrazide hydriodide salt (2.37 g, 8.08 mmol) using the method described in Example 1 to give 5-(4-fluoro-3-trifluoromethylphenyl)-3-(4-methoxyphenyl)-[1,2,4]triazine as a yellow solid (1.13 g): δH (400 MHz, CDCl3) 3.92 (3H, s), 7.06-7.10 (2H, m), 7.44 (1H, t, J 9.2 Hz), 8.44-8.49 (1H, m), 8.56 (1H, dd, J 2.0, 6.7 Hz), 8.58-8.62 (2H, m), 9.54 (1H, s); m/z (ES+) 350.

Sources & evidence

ORD record
ord-d975a8d66f904618a81f0ea695fa4c1b
Source dataset
uspto-grants-2005_11
Patent number
US06969716B2

Reaction notes

Loading…