1-Pyrrolidineethanamine → HCID 71082896, compound

HRID 1921434Notes

Reaction equation

HRID 1921434 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].[NH2:20][CH2:21][CH2:22][N:23]1[CH2:27][CH2:26][CH2:25][CH2:24]1>>[ClH:19].[N:23]1([CH2:22][CH2:21][NH:20][S:16]([C:14]2[S:15][C:11]([C:5]3[CH:4]=[C:3]([CH2:1][CH3:2])[C:8](=[O:9])[NH:7][C:6]=3[CH3:10])=[CH:12][CH:13]=2)(=[O:18])=[O:17])[CH2:27][CH2:26][CH2:25][CH2:24]1

Participants

3

Reactant 2

HCID 13441-PyrrolidineethanamineHCID 866103525-(5-Ethyl-2-methyl-6-oxo-1,6-dihydropyridin-3-yl)thiophene-2-sulfonyl chloride

Product 1

HCID 71082896HCID 71082896, compoundYield 36.7%

Procedure

5-(5-Ethyl-2-methyl-6-oxo-1,6-dihydropyridin-3-yl)thiophene-2-sulfonyl chloride is reacted with 1-(2-aminoethyl)pyrrolidine as described in Steps 5 and 6, Example 24 to give the title compound as a solid (36.7% yield). LC/MS: RT 2.02 min; m/e 396 (M+H); 1H NMR (δ, ppm): 11.8 (1H, br s), 10.6 (1H, s), 8.3 (1H, m), 7.6 (1H, d); 7.35 (1H, s); 7.2 (1H, d), 3.2 (5H, s), 3.0 (2H, m), 2.4 (2H, q), 2.36 (3H, s), 1.9 (4H, m), 1.1 (3H, t).

Sources & evidence

ORD record
ord-66faa99717f34c028ebba181cdc920dd
Source dataset
uspto-grants-2012_05
Patent number
US08173682B2

Reaction notes

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