6-Methyl-2-pyrazinemethanamine → 5-[5-Ethyl-2-methyl-6-oxo-1,6-dihydropyridin-3-yl]thiophene-2-sulfonic acid (6-methylpyrazin-2-yl)methylamide hydrochloride

HRID 1921420Notes

Reaction equation

HRID 1921420 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][C:21]1[N:26]=[C:25]([CH2:27][NH2:28])[CH:24]=[N:23][CH:22]=1>>[ClH:19].[CH3:20][C:21]1[N:26]=[C:25]([CH2:27][NH:28][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])[CH:24]=[N:23][CH:22]=1

Participants

3

Reactant 2

HCID 666611366-Methyl-2-pyrazinemethanamineHCID 866103525-(5-Ethyl-2-methyl-6-oxo-1,6-dihydropyridin-3-yl)thiophene-2-sulfonyl chloride

Product 1

HCID 866103625-[5-Ethyl-2-methyl-6-oxo-1,6-dihydropyridin-3-yl]thiophene-2-sulfonic acid (6-methylpyrazin-2-yl)methylamide hydrochlorideYield 33%

Procedure

5-(5-Ethyl-2-methyl-6-oxo-1,6-dihydropyridin-3-yl)thiophene-2-sulfonyl chloride is reacted with (6-methylpyrazin-2-yl)methylamine as described in Steps 5 and 6, Example 24 to give the title compound as a white solid (33% yield). LC/MS: RT 2.40 min; m/e 405; 1H NMR (δ, ppm): 11.83 (1H, br), 8.63 (1H, t), 8.42 (2H, d), 7.49 (1H, d), 7.29 (1H, s), 7.09 (1H, d), 4.25 (2H, d), 2.34-2.58 (5H, m), 2.29 (3H, s), 1.10 (3H, t).

Sources & evidence

ORD record
ord-cd58787e8e284ccbb889607163df44e5
Source dataset
uspto-grants-2012_05
Patent number
US08173682B2

Reaction notes

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