Hydrochloric Acid → HCID 11704971, compound

HRID 1921393Notes

Reaction equation

HRID 1921393 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][N:21]1[CH2:25][CH2:24][CH2:23][CH:22]1[CH2:26][CH2:27][NH2:28].Cl>>[ClH:19].[CH3:20][N:21]1[CH2:25][CH2:24][CH2:23][CH:22]1[CH2:26][CH2:27][NH:28][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

4

Reactant 3

HCID 313Hydrochloric AcidHCID 983882-(2-Aminoethyl)-1-methylpyrrolidineHCID 866103525-(5-Ethyl-2-methyl-6-oxo-1,6-dihydropyridin-3-yl)thiophene-2-sulfonyl chloride

Product 1

HCID 11704971HCID 11704971, compoundYield 70%

Procedure

5-(5-Ethyl-2-methyl-6-oxo-1,6-dihydropyridin-3-yl)thiophene-2-sulfonyl chloride is reacted with [2-(1-methylpyrrolidin-2-yl)ethyl]amine as described in Step 5, Example 24 and the resulting product is subsequently converted to hydrochloride to give the title compound as a solid (70% yield). LC/MS: RT 2.03 min; m/e 410 (M+H); 1H NMR (δ, ppm): 11.84 (1H, s), 8.05 (1H, t), 7.58 (1H, d), 7.33 (1H, s); 7.17 (1H, d), 3.37 (1H), 3.01 (4H), 2.75 (3H), 2.39 (2H, q), 2.32 (3H, s), 1.60 (6H, m), 1.10 (3H, t).

Sources & evidence

ORD record
ord-af85d30047244faca5db426d8698337b
Source dataset
uspto-grants-2012_05
Patent number
US08173682B2

Reaction notes

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