Sodium Hydroxide → HCID 86628189, compound

HRID 420396Notes

Reaction equation

C([O:3][C:4](=[O:49])[CH:5]([O:35][C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][C:37]=1[CH2:42][CH2:43][C:44]([O:46]CC)=[O:45])[CH:6]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][O:14][C:15]1[CH:20]=[C:19]([C:21]2[C:22](=[O:33])[N:23]([CH3:32])[C:24]([CH3:31])=[CH:25][C:26]=2[C:27]([F:30])([F:29])[F:28])[CH:18]=[C:17]([Br:34])[CH:16]=1)[CH3:7])C.[OH-].[Na+]>>[Br:34][C:17]1[CH:16]=[C:15]([CH:20]=[C:19]([C:21]2[C:22](=[O:33])[N:23]([CH3:32])[C:24]([CH3:31])=[CH:25][C:26]=2[C:27]([F:28])([F:30])[F:29])[CH:18]=1)[O:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH:6]([CH3:7])[CH:5]([O:35][C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][C:37]=1[CH2:42][CH2:43][C:44]([OH:46])=[O:45])[C:4]([OH:49])=[O:3]

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 86628190HCID 86628190, compound

Product 1

HCID 86628189HCID 86628189, compoundYield 52.6%

Procedure

A similar procedure as described in Example 1, step 3 was used, starting from 4-[3-{6-[3-bromo-5-(1,6-dimethyl-2-oxo-4-trifluoromethyl-1,2-dihydro-pyridin-3-yl)-phenoxy]-hexyl}-(2-(2-ethoxycarbonyl-ethyl)-phenoxy)-butyric acid ethyl ester (537 mg, 0.71 mmol) and 1.0 N aqueous sodium hydroxide (7.1 mL) to give 4-[3-{6-[3-bromo-5-(1,6-dimethyl -2-oxo-4-trifluoromethyl-1,2-dihydro-pyridin-3-yl)-phenoxy]-hexyl}-(2-(2-carboxy-ethyl)-phenoxy)-butyric acid (260 mg, 52%) as an amorphous white solid: ES(+)-HRMS m/e calculated for C33H37BrF3NO7 (M+Na)+ 718.1597, found 718.1601.

Sources & evidence

ORD record: ord-d7e0a4661ee046109b52eb53c75a0a76
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08093385B2

Reaction notes

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