4-(1-Pyrrolidinyl)piperidine → HCID 67492584, 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:19])(=[O:18])=[O:17])=[CH:13][CH:12]=2)[CH:4]=1)[CH3:2].[N:20]1([CH:25]2[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]2)[CH2:24][CH2:23][CH2:22][CH2:21]1>>[ClH:19].[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:28]3[CH2:29][CH2:30][CH:25]([N:20]4[CH2:24][CH2:23][CH2:22][CH2:21]4)[CH2:26][CH2:27]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 4-(pyrrolidin-1-yl)piperidine as described in Steps 5 and 6, Example 24 to give the title compound as a yellow solid (58% yield). LC/MS: RT 2.12 min; m/e 436; 1H NMR (δ, ppm): 11.89 (1H, br), 10.87 (1H, br), 7.64 (1H, d), 7.36 (1H, s), 7.29 (1H, d), 3.75 (2H, d), 3.46 (2H, m), 3.08-3.28 (2H, s), 2.87-3.08 (2H, s), 2.35-2.60 (2H, q), 2.35 (3H, s), 2.08-2.24 (2H, m), 1.69-2.03 (6H, m), 1.10 (3H, t).
Sources & evidence
- ORD record
- ord-01b77489599d48cf8abcf2899c8a5560
- Source dataset
- uspto-grants-2012_05
- Patent number
- US08173682B2
Reaction notes
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