Piperidin-3-ylmethanol → HCID 58808752, compound

HRID 1921430Notes

Reaction equation

HRID 1921430 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].[OH:20][CH2:21][CH:22]1[CH2:27][CH2:26][CH2:25][NH:24][CH2:23]1>>[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]([N:24]3[CH2:25][CH2:26][CH2:27][CH:22]([CH2:21][OH:20])[CH2:23]3)(=[O:18])=[O:17])=[CH:13][CH:12]=2)[CH:4]=1)[CH3:2]

Participants

3

Reactant 2

HCID 107308Piperidin-3-ylmethanolHCID 866103525-(5-Ethyl-2-methyl-6-oxo-1,6-dihydropyridin-3-yl)thiophene-2-sulfonyl chloride

Product 1

HCID 58808752HCID 58808752, compoundYield 54.7%

Procedure

5-(5-Ethyl-2-methyl-6-oxo-1,6-dihydropyridin-3-yl)thiophene-2-sulfonyl chloride is reacted with 3-hydroxymethylpiperidine as described in Step 5, Example 24 to give the title compound as a solid (54.7% yield). LC/MS: RT 2.63 min; m/e 397 (M+H); 1H NMR (δ, ppm): 11.8 (1H, s), 7.6 (1H, d); 7.4 (1H, s); 7.24 (1H, d), 4.6 (1H, br s), 3.6 (21H, m), 3.2 (1H, m), 2.4 (2H, q), 2.36 (3H, s), 2.1 (1H, t), 1.8-1.4 (5H, m), 1.1 (3H, t), 0.94 (1H, m).

Sources & evidence

ORD record
ord-2cfe73b29eaf40cb8efb1c719f194a50
Source dataset
uspto-grants-2012_05
Patent number
US08173682B2

Reaction notes

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