N,1-dimethylpyrrolidin-3-amine → HCID 11611749, compound

HRID 1921424Notes

Reaction equation

HRID 1921424 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:19])(=[O:18])=[O:17])=[CH:13][CH:12]=2)[CH:4]=1)[CH3:2].[CH3:20][NH:21][CH:22]1[CH2:26][CH2:25][N:24]([CH3:27])[CH2:23]1>>[ClH:19].[CH3:20][N:21]([CH:22]1[CH2:26][CH2:25][N:24]([CH3:27])[CH2:23]1)[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 2758520N,1-dimethylpyrrolidin-3-amineHCID 866103525-(5-Ethyl-2-methyl-6-oxo-1,6-dihydropyridin-3-yl)thiophene-2-sulfonyl chloride

Product 1

HCID 11611749HCID 11611749, compoundYield 90%

Procedure

5-(5-Ethyl-2-methyl-6-oxo-1,6-dihydropyridin-3-yl)thiophene-2-sulfonyl chloride is reacted with methyl(1-methylpyrrolidin-3-yl)amine as described in Steps 5 and 6, Example 24 to give the title compound as a yellow solid (90% yield). LC/MS: RT 2.12 min; m/e 396; 1H NMR (δ, ppm): 11.82 (1H, br), 7.61 (1H, d), 7.37 (1H, s), 7.22 (1H, d), 4.08 (1H, m), 2.76 (3H, s), 2.20-2.69 (m), 1.94 (1H, m), 1.55 (1H, m), 1.10 (3H, t).

Sources & evidence

ORD record
ord-c640e66339fa46c8bd8112e88bf53670
Source dataset
uspto-grants-2012_05
Patent number
US08173682B2

Reaction notes

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