4-Hydroxypyrrolidine → HCID 58808610, compound

HRID 1921425Notes

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][CH:21]1[CH2:25][CH2:24][NH:23][CH2:22]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:23]3[CH2:24][CH2:25][CH:21]([OH:20])[CH2:22]3)(=[O:18])=[O:17])=[CH:13][CH:12]=2)[CH:4]=1)[CH3:2]

Participants

Reactant 2

HCID 982104-Hydroxypyrrolidine

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

Product 1

HCID 58808610HCID 58808610, compoundYield 48.8%

Procedure

5-(5-Ethyl-2-methyl-6-oxo-1,6-dihydropyridin-3-yl)thiophene-2-sulfonyl chloride is reacted with 3-hydroxypyrrolidine as described in Step 5, Example 24 to give the title compound as a solid (48.8% yield). LC/MS: RT 2.42 min; m/e 369 (M+H); 1H NMR (δ, ppm): 11.8 (1H, s), 7.6 (1H, d); 7.38 (1H, d); 7.2 (1H, d), 4.92 (1H, br s), 4.2 (1H, s), 3.38 (4H, m), 3.07 (1H, d), 2.4 (2H, q), 2.32 (3H, s), 1.8 (2H, m), 1.08 (3H, t).

Sources & evidence

ORD record: ord-aff9fb08d579435ca3fdcf6c2d7a74c4
Source dataset: uspto-grants-2012_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08173682B2

Reaction notes

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