HCID 21933863, compound → 2-(3,4-Difluorophenyl)-4-methoxy-5-[3-methyl-4-(methylthio)phenyl]-3(2H)-pyridazinone
Reaction equation
[F:1][C:2]1[CH:3]=[C:4]([N:9]2[C:14](=[O:15])[C:13]([O:16][CH3:17])=[C:12](Br)[CH:11]=[N:10]2)[CH:5]=[CH:6][C:7]=1[F:8].[CH3:19][C:20]1[CH:21]=[C:22](B(O)O)[CH:23]=[CH:24][C:25]=1[S:26][CH3:27]>>[F:1][C:2]1[CH:3]=[C:4]([N:9]2[C:14](=[O:15])[C:13]([O:16][CH3:17])=[C:12]([C:22]3[CH:23]=[CH:24][C:25]([S:26][CH3:27])=[C:20]([CH3:19])[CH:21]=3)[CH:11]=[N:10]2)[CH:5]=[CH:6][C:7]=1[F:8]Participants
3
Procedure
The title compound was prepared according to the method of Example 6 starting with 2-(3,4-difluorophenyl)-4-methoxy-5-bromo-3(2H)-pyridazinone in place of 2-benzyl-4-bromo-5-methoxy-3(2H)-pyridazinone and substituting 3-methyl-4-(methylthio)benzeneboronic acid in place of 4-fluorobenzeneboronic acid (yield: 2.0 g, 85%). 1H NMR (300 MHz, CDCl3) δ 2.39 (s, 3H), 2.53 (s, 3H), 4.11 (s, 3H), 7.22–7,32 (m, 2H), 7.34 (s, 1H), 7.42–7.50 (m, 2H), 7.55–7.64 (m, 1H), 7.92 (s, 1H). MS (APCI+) m/z 375 (M+H)+.
Sources & evidence
- ORD record
- ord-cc289e0b572c49678be375d93719df70
- Source dataset
- uspto-grants-2006_10
- Patent number
- US07115591B2
Reaction notes
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