4-Pyridineethanamine → HCID 71082918, compound

HRID 1921445Notes

Reaction equation

HRID 1921445 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].[N:20]1[CH:25]=[CH:24][C:23]([CH2:26][CH2:27][NH2:28])=[CH:22][CH:21]=1>>[ClH:19].[N:20]1[CH:25]=[CH:24][C:23]([CH2:26][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:22][CH:21]=1

Participants

3

Reactant 2

HCID 832754-PyridineethanamineHCID 866103525-(5-Ethyl-2-methyl-6-oxo-1,6-dihydropyridin-3-yl)thiophene-2-sulfonyl chloride

Product 1

HCID 71082918HCID 71082918, compoundYield 40%

Procedure

5-(5-Ethyl-2-methyl-6-oxo-1,6-dihydropyridin-3-yl)thiophene-2-sulfonyl chloride is reacted with 2-pyridin-4-yl-ethylamine as described in Steps 5 and 6, Example 24 to give the title compound as a yellow-orange solid (40% yield). LC/MS: RT 2.02 min, m/e 404 (M+H); 1H NMR (δ, ppm): 11.86 (1H, s), 8.84 (2H, s), 8.07 (1H, t), 7.95 (2H, d), 7.54 (1H, d), 7.33 (1H, s), 7.16 (1H, d), 3.29 (2H, dt), 3.06 (2H, t), 2.41 (2H, q), 2.31 (3H, s), 1.10 (3H, t).

Sources & evidence

ORD record
ord-f50471ada8a244baa1810f55e0491382
Source dataset
uspto-grants-2012_05
Patent number
US08173682B2

Reaction notes

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