1-(4-Fluorophenyl)piperazine → HCID 11590737, compound
Reaction equation
[CH2:1]([C:3]1[C:8](=[O:9])[NH:7][C:6]([CH3:10])=[C:5]([C:11]2[S:15][C:14]([S:16](Cl)(=[O:18])=[O:17])=[CH:13][CH:12]=2)[CH:4]=1)[CH3:2].[F:20][C:21]1[CH:26]=[CH:25][C:24]([N:27]2[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]2)=[CH:23][CH:22]=1>>[CH2:1]([C:3]1[C:8](=[O:9])[NH:7][C:6]([CH3:10])=[C:5]([C:11]2[S:15][C:14]([S:16]([N:30]3[CH2:29][CH2:28][N:27]([C:24]4[CH:23]=[CH:22][C:21]([F:20])=[CH:26][CH:25]=4)[CH2:32][CH2:31]3)(=[O:18])=[O:17])=[CH:13][CH:12]=2)[CH:4]=1)[CH3:2]Participants
3
Procedure
5-(5-Ethyl-2-methyl-6-oxo-1,6-dihydropyridin-3-yl)thiophene-2-sulfonyl chloride is reacted with 1-(4-fluorophenyl)piperazine as described in Step 5, Example 24 to give the title compound as a solid (99% yield). LC/MS: RT 3.92 min; m/e 462 (M+H); 1H NMR (δ, ppm): 11.84 (1H, s), 7.65 (1H, d); 7.38 (1H, s); 7.30 (1H, d), 6.94 (4H, m), 3.12 (8H, m), 2.39 (2H, q), 2.33 (3H, s), 1.07 (3H, t); 19F NMR −123.8.
Sources & evidence
- ORD record
- ord-3ff6dda5f8ec469bb312f493fb498f5d
- Source dataset
- uspto-grants-2012_05
- Patent number
- US08173682B2
Reaction notes
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