Morpholine → 3-Ethyl-6-methyl-5-[5-(morpholine-4-sulfonyl)thiophen-2-yl]-1H-pyridin-2-one
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].[NH:20]1[CH2:25][CH2:24][O:23][CH2:22][CH2:21]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:20]3[CH2:25][CH2:24][O:23][CH2:22][CH2:21]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 morpholine as described in Step 5, Example 24 to give the title compound as a solid (57.4% yield). LC/MS: RT 2.72 min; m/e 369 (M+H); 1H NMR (δ, ppm): 11.8 (1H, s), 7.6 (1H, d); 7.4 (1H, d); 7.3 (1H, d), 3.7 (4H, m), 2.95 (4H, s), 2.4 (2H, q), 2.36 (3H, s), 1.05 (3H, t).
Sources & evidence
- ORD record
- ord-3a77c4fe61c94c44875e7666d62c6f65
- Source dataset
- uspto-grants-2012_05
- Patent number
- US08173682B2
Reaction notes
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