Sodium Hydroxide → HCID 53246738, compound

HRID 1189586Notes

Reaction equation

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

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 53246737HCID 53246737, compound

Product 1

HCID 53246738HCID 53246738, compoundYield 49%

Procedure

General procedure I (step 1 and 2) was followed using ethyl 2-(2,5-dimethyl-3-(2-(morpholinosulfonyl)benzoyl)-1H-pyrrol-1-yl)acetate (0.0500 g, 0.115 mmol) and 1M sodium hydroxide solution (0.345 ml, 0.345 mmol) to afford 2-(2,5-dimethyl-3-(2-(morpholinosulfonyl)benzoyl)-1H-pyrrol-1-yl)acetic acid (22.8 mg, 0.0560 mmol, 49% yield). 1H NMR (400 MHz, CDCl3): δ (ppm) 7.85 (d, 1H), 7.62 (ddd, 1H), 7.56 (app. td, 1H), 5.72 (s, 1H), 4.55 (s, 2H), 3.68-3.70 (m, 4H), 3.13-3.16 (m, 4H), 2.45 (s, 3H), 2.09 (s, 3H).

Sources & evidence

ORD record: ord-cb4e1e521be048d88b8c7483e60df6ab
Source dataset: uspto-grants-2014_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08674115B2

Reaction notes

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