N-(2-aminoethyl)acetamide → HCID 11639567, compound

HRID 1921453Notes

Reaction equation

HRID 1921453 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].[NH2:20][CH2:21][CH2:22][NH:23][C:24](=[O:26])[CH3:25]>>[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]([NH:20][CH2:21][CH2:22][NH:23][C:24](=[O:26])[CH3:25])(=[O:18])=[O:17])=[CH:13][CH:12]=2)[CH:4]=1)[CH3:2]

Participants

3

Reactant 2

HCID 66082N-(2-aminoethyl)acetamideHCID 866103525-(5-Ethyl-2-methyl-6-oxo-1,6-dihydropyridin-3-yl)thiophene-2-sulfonyl chloride

Product 1

HCID 11639567HCID 11639567, compoundYield 71%

Procedure

5-(5-Ethyl-2-methyl-6-oxo-1,6-dihydropyridin-3-yl)thiophene-2-sulfonyl chloride is reacted with N-(2-aminoethyl)acetamide as described in Step 5, Example 24 to give the title compound as a yellow solid (71% yield). LC/MS: RT 3.60 min; m/e 384 (M+H); 1H NMR (CDCl3, δ, ppm): 11.53 (1H, br), 7.50 (1H, d), 7.25 (1H, s), 6.90 (1H, d), 6.13 (1H, br), 5.90 (1H, br), 3.42 (31H, m), 3.20 (2H, m), 2.40-2.60 (5H, m), 2.00 (3H, m), 1.20 (3H, t).

Sources & evidence

ORD record
ord-37169bff5b684b6cb558b4672fe929b4
Source dataset
uspto-grants-2012_05
Patent number
US08173682B2

Reaction notes

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