Sodium Hydroxide → HCID 46928782, compound

HRID 417007Notes

Reaction equation

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

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 59496842HCID 59496842, compound

Product 1

HCID 46928782HCID 46928782, compoundYield 98.4%

Procedure

A similar procedure as described in Example 43, step 5 was used, starting from 4-[3-{6-[3-(2-chloro-pyridin-4-yl)-5-ethoxy-phenoxy]-hexyl}-2-(2-ethoxycarbonyl-ethyl)-phenoxy]-butyric acid ethyl ester (105 mg, 0.16 mmol) and 1.0 N aqueous sodium hydroxide (1.6 mL) to afford 4-[2-(2-carboxy-ethyl)-3-[6-[3-(2-chloro-pyridin-4-yl)-5-ethoxy-phenoxy]-hexyl]-phenoxy]-butyric acid (92 mg, 96%) as a light brown solid: ES(+)-HRMS m/e calcd for C32H38ClNO7 (M+H)+ 584.2410. found 584.2412.

Sources & evidence

ORD record: ord-2e76574f035a4a09b85970b911985778
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08088936B2

Reaction notes

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