5-(5-Ethyl-2-methyl-6-oxo-1,6-dihydropyridin-3-yl)thiophene-2-sulfonyl chloride → HCID 86610357, 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].[C:20]([O:24][C:25]([N:27]1[CH2:32][CH2:31][CH:30]([CH2:33][NH-:34])[CH2:29][CH2:28]1)=[O:26])([CH3:23])([CH3:22])[CH3:21]>>[C:20]([O:24][C:25]([N:27]1[CH2:32][CH2:31][CH:30]([CH2:33][NH:34][S:16]([C:14]2[S:15][C:11]([C:5]3[CH:4]=[C:3]([CH2:1][CH3:2])[C:8](=[O:9])[NH:7][C:6]=3[CH3:10])=[CH:12][CH:13]=2)(=[O:18])=[O:17])[CH2:29][CH2:28]1)=[O:26])([CH3:23])([CH3:22])[CH3:21]Participants
3
Procedure
5-(5-Ethyl-2-methyl-6-oxo-1,6-dihydropyridin-3-yl)thiophene-2-sulfonyl chloride is reacted with (1-tert-butyloxycarbonylpiperidin-4-yl)methylamide as described in Step 5, Example 24 to give the title compound as a solid (54% yield). LC/MS: RT 3.09 min; m/e 496 (M+H); 1H NMR (CDCl3, δ, ppm): 12.19 (1H, br s), 7.56 (1H, d), 7.29 (1H, s), 6.94 (1H, d); 5.15 (1H, t); 4.16 (2H, br t), 3.00 (2H, t), 2.71 (2H, br m), 2.58 (2H, q), 2.45 (3H, s), 1.66 (2H, br m), 1.45 (9H, s), 1.24 (3H, t).
Sources & evidence
- ORD record
- ord-f775e5754f234996996b9a0aa245ca7a
- Source dataset
- uspto-grants-2012_05
- Patent number
- US08173682B2
Reaction notes
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