Formic Acid → HCID 58497236, compound
Reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[N:13]([CH3:14])[C:12]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][N:16]=3)=[N:11][C:10]=2[C:21]2[CH:30]=[CH:29][C:24]([C:25]([NH:27][NH2:28])=[O:26])=[CH:23][CH:22]=2)=[CH:4][CH:3]=1.[CH:31](O)=[O:32]>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[N:13]([CH3:14])[C:12]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][N:16]=3)=[N:11][C:10]=2[C:21]2[CH:22]=[CH:23][C:24]([C:25]([NH:27][NH:28][CH:31]=[O:32])=[O:26])=[CH:29][CH:30]=2)=[CH:4][CH:3]=1Participants
3
Procedure
4-{5-[(4-Chlorophenyl)thio]-1-methyl-2-pyridin-2-yl-1H-imidazol-4-yl}benzohydrazide (Step 1 of Example 48, 400 mg) was dissolved in 3 mL of formic acid. After stirring overnight, the volatiles were removed under reduced pressure to afford the title compound. 1H NMR (500 MHz, (CDCl3): 8.84 (broad d, 1H), 8.41 (d, 1H), 8.19 (d, 2H), 7.85 (t, 1H), 7.48 (broad d, 2H), 7.38 (t, 1H), 7.23 (d, 2H), 7.04 (d, 2H), 4.14 (s, 3H). LCMS: m/z 464, (M+H)+.
Workup
- customthe volatiles were removed under reduced pressure
Sources & evidence
- ORD record
- ord-dd7015f7025545caa4af3cd1d37f938c
- Source dataset
- uspto-grants-2013_06
- Patent number
- US08455528B2
Reaction notes
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