2-(Pyridin-3-yl)ethan-1-amine → HCID 71082914, compound

HRID 1921443Notes

Reaction equation

HRID 1921443 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][CH:23]=[C:22]([CH2:26][CH2:27][NH2:28])[CH:21]=1>>[ClH:19].[N:20]1[CH:25]=[CH:24][CH:23]=[C:22]([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:21]=1

Participants

3

Reactant 2

HCID 8540512-(Pyridin-3-yl)ethan-1-amineHCID 866103525-(5-Ethyl-2-methyl-6-oxo-1,6-dihydropyridin-3-yl)thiophene-2-sulfonyl chloride

Product 1

HCID 71082914HCID 71082914, compoundYield 31%

Procedure

5-(5-Ethyl-2-methyl-6-oxo-1,6-dihydropyridin-3-yl)thiophene-2-sulfonyl chloride is reacted with 2-pyridin-3-yl-ethylamine as described in Steps 5 and 6, Example 24 to give the title compound as a cream-yellow solid (31% yield). LC/MS: RT 2.02 min, m/e 404 (M+H); 1H NMR (δ, ppm): 11.85 (1H, s), 8.79-8.82 (2H, m), 8.47 (1H, d), 7.98-8.08 (2H, m), 7.52 (1H, dd), 7.33 (1H, s), 7.15 (1H, dd), 3.25 (2H, dt), 2.98 (2H, t), 2.41 (2H, q), 2.31 (3H, s), 1.10 (3H, t).

Sources & evidence

ORD record
ord-975f4992e8de434d98062397ed325926
Source dataset
uspto-grants-2012_05
Patent number
US08173682B2

Reaction notes

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