3,5-Difluorobenzylamine → HCID 11539104, compound

HRID 1921385Notes

Reaction equation

HRID 1921385 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:26]=[C:27]([F:29])[CH:28]=1)[CH2:24][NH2:25]>>[F:20][C:21]1[CH:22]=[C:23]([CH:26]=[C:27]([F:29])[CH:28]=1)[CH2:24][NH:25][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 1452113,5-DifluorobenzylamineHCID 866103525-(5-Ethyl-2-methyl-6-oxo-1,6-dihydropyridin-3-yl)thiophene-2-sulfonyl chloride

Product 1

HCID 11539104HCID 11539104, compoundYield 26%

Procedure

5-(5-Ethyl-2-methyl-6-oxo-1,6-dihydropyridin-3-yl)thiophene-2-sulfonyl chloride is reacted with 3,5-difluorobenzylamine as described in Step 5, Example 24 to give the title compound as a solid (26% yield). LC/MS: RT 3.67 min; m/e 425 (M+H); 1H NMR (δ, ppm): 11.82 (1H, s), 8.58 (1H, t), 7.49 (1H, s); 7.25 (1H, s); 7.08 (2H, m), 6.96 (2H, m), 4.20 (2H, d), 2.49 (2H, q), 2.27 (3H, s), 1.10 (3H, t); 19F NMR −110.

Sources & evidence

ORD record
ord-2029f3f8fc8e4585814984580158735e
Source dataset
uspto-grants-2012_05
Patent number
US08173682B2

Reaction notes

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