Sodium Hydroxide → HCID 53246858, compound

HRID 1189588Notes

Reaction equation

HRID 1189588 reaction equation
[CH3:1][C:2]1[N:3]([CH2:29][C:30]([O:32]C)=[O:31])[C:4]([CH3:28])=[C:5]([S:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[S:20]([N:23]2[CH2:27][CH2:26][CH2:25][CH2:24]2)(=[O:22])=[O:21])[C:6]=1[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[OH-].[Na+]>>[CH3:1][C:2]1[N:3]([CH2:29][C:30]([OH:32])=[O:31])[C:4]([CH3:28])=[C:5]([S:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[S:20]([N:23]2[CH2:24][CH2:25][CH2:26][CH2:27]2)(=[O:22])=[O:21])[C:6]=1[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 53246857HCID 53246857, compound

Product 1

HCID 53246858HCID 53246858, compoundYield 64%

Procedure

was followed using methyl 2-(2,5-dimethyl-3-phenyl-4-(2-(pyrrolidin-1-ylsulfonyl)phenylthio)-1H-pyrrol-1-yl)acetate (24.6 mg, 0.0510 mmol) and 1M sodium hydroxide (0.152 ml, 0.152 mmol) to afford 2-(2,5-dimethyl-3-phenyl-4-(2-(pyrrolidin-1-ylsulfonyl)phenylthio)-1H-pyrrol-1-yl)acetic acid (15.2 mg, 0.0320 mmol, 64% yield) as a tan solid. 1H NMR (400 MHz, CDCl3): δ (ppm) 7.89 (dd, 1H), 7.07-7.22 (m, 7H), 6.93 (dd, 1H), 4.73 (s, 2H), 3.19-3.23 (m, 4H), 2.27 (s, 3H), 2.23 (s, 3H), 1.61-1.64 (m, 4H).

Sources & evidence

ORD record
ord-6bf2e6ae2a194070b469e4c57d1bd65e
Source dataset
uspto-grants-2014_03
Patent number
US08674115B2

Reaction notes

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