5-Methyl-2-furylmethylamine → HCID 58808729, compound

HRID 1921392Notes

Reaction equation

HRID 1921392 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].[CH3:20][C:21]1[O:25][C:24]([CH2:26][NH2:27])=[CH:23][CH:22]=1>>[CH3:20][C:21]1[O:25][C:24]([CH2:26][NH:27][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:23][CH:22]=1

Participants

3

Procedure

5-(5-Ethyl-2-methyl-6-oxo-1,6-dihydropyridin-3-yl)thiophene-2-sulfonyl chloride is reacted with (5-methylfuran-2-yl)methylamine as described in Step 5, Example 24 to give the title compound as a solid (93% yield). LC/MS: RT 2.90 min; m/e 393 (M+H); 1H NMR (δ, ppm): 11.75 (1H, br s), 8.32 (1H, br s), 7.48 (1H, d), 729 (1H, s); 7.10 (1H, d); 6.07 (1H, d), 5.92 (1H, d), 4.05 (2H, s), 2.41 (2H, q), 2.30 (3H, s), 2.15 (3H, s), 1.10 (3H, t).

Sources & evidence

ORD record
ord-cc05dfadbb554ee78cebf64801bda5f2
Source dataset
uspto-grants-2012_05
Patent number
US08173682B2

Reaction notes

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