1,3-Dioxolane-2-ethylamine → HCID 58808736, compound

HRID 1921428Notes

Reaction equation

HRID 1921428 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].[O:20]1[CH2:24][CH2:23][O:22][CH:21]1[CH2:25][CH2:26][NH2:27]>>[O:20]1[CH2:24][CH2:23][O:22][CH:21]1[CH2:25][CH2:26][NH:27][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

3

Reactant 2

HCID 798271,3-Dioxolane-2-ethylamineHCID 866103525-(5-Ethyl-2-methyl-6-oxo-1,6-dihydropyridin-3-yl)thiophene-2-sulfonyl chloride

Product 1

HCID 58808736HCID 58808736, compoundYield 50.5%

Procedure

5-(5-Ethyl-2-methyl-6-oxo-1,6-dihydropyridin-3-yl)thiophene-2-sulfonyl chloride is reacted with 2-(1,3-dioxolan-2-yl)ethylamine as described in Step 5, Example 24 to give the title compound as a solid (50.5% yield). LC/MS: RT 2.58 min; m/e 399 (M+H); 1H NMR (δ, ppm): 11.8 (1H, s), 7.8 (1H, br s); 7.56 (1H, d); 7.35 (1H, s), 7.18 (1H, d), 4.8 (1H, t), 3.8 (2H, m), 3.75 (2H, m), 2.95 (2H, m), 2.4 (2H, q), 2.36 (3H, s), 1.75 (2H, m), 1.08 (3H, t).

Sources & evidence

ORD record
ord-ca6147c430c24b0b80bc16b9f565e81e
Source dataset
uspto-grants-2012_05
Patent number
US08173682B2

Reaction notes

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