5-(5-Ethyl-2-methyl-6-oxo-1,6-dihydropyridin-3-yl)thiophene-2-sulfonyl chloride → HCID 86610353, compound

HRID 1921387Notes

Reaction equation

HRID 1921387 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:22]=[C:23]([CH:27]=[C:28]([F:30])[CH:29]=1)[CH2:24][CH2:25][NH-:26]>>[F:20][C:21]1[CH:22]=[C:23]([CH:27]=[C:28]([F:30])[CH:29]=1)[CH2:24][CH2:25][NH:26][S:16]([C:14]1[S:15][C:11]([C:5]2[CH:4]=[C:3]([CH2:1][CH3:2])[C:8](=[O:9])[NH:7][C:6]=2[CH3:10])=[CH:12][CH:13]=1)(=[O:18])=[O:17]

Participants

3

Reactant 2

HCID 866103525-(5-Ethyl-2-methyl-6-oxo-1,6-dihydropyridin-3-yl)thiophene-2-sulfonyl chlorideHCID 86610354HCID 86610354, compound

Product 1

HCID 86610353HCID 86610353, compoundYield 15%

Procedure

5-(5-Ethyl-2-methyl-6-oxo-1,6-dihydropyridin-3-yl)thiophene-2-sulfonyl chloride is reacted with (3,5-difluorobenzyl)methylamide as described in Step 5, Example 24 to give the title compound as a solid (15% yield). LC/MS: RT 3.30 min; m/e 439 (M+H); 1H NMR (δ, ppm): 11.82 (1H, s), 7.72 (1H, d), 7.37 (1H, s); 7.28 (1H, d); 7.03 (3H, m), 4.26 (2H, s), 2.71 (3H, s), 2.37 (2H, q), 2.34 (3H, s), 1.11 (3H, t); 19F NMR −109.

Sources & evidence

ORD record
ord-1a6b47802f7a4b2cb685b1bd7479cff6
Source dataset
uspto-grants-2012_05
Patent number
US08173682B2

Reaction notes

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