Sodium Hydroxide → 4-{2-(2-Carboxy-ethyl)-3-[6-(3-pyridin-4-yl-5-thiophen-3-yl-phenoxy)-hexyl]-phenoxy}-butyric acid

HRID 420373Notes

Reaction equation

HRID 420373 reaction equation
C([O:3][C:4](=[O:46])[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]([C:28]3[CH:32]=[CH:31][S:30][CH:29]=3)[CH:25]=[C:24]([C:33]3[CH:38]=[CH:37][N:36]=[CH:35][CH:34]=3)[CH:23]=2)[C:10]=1[CH2:39][CH2:40][C:41]([O:43]CC)=[O:42])C.[OH-].[Na+]>>[C:41]([CH2:40][CH2:39][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]([C:28]3[CH:32]=[CH:31][S:30][CH:29]=3)[CH:25]=[C:24]([C:33]3[CH:34]=[CH:35][N:36]=[CH:37][CH:38]=3)[CH:23]=2)=[CH:12][CH:13]=[CH:14][C:9]=1[O:8][CH2:7][CH2:6][CH2:5][C:4]([OH:46])=[O:3])([OH:43])=[O:42]

Participants

3

Procedure

A similar procedure as described in Example 12, step 9 was used, starting from 4-{2-(2-ethoxycarbony-ethyl)-3-[6-(3-pyridin-4-yl-5-thiophen-3-yl-phenoxy)-hexyl]-phenoxy}-butyric acid ethyl ester (114 mg, 0.18 mmol) and 1.0 N aqueous NaOH (6 mL) to afford 4-{2-(2-carboxy-ethyl)-3-[6-(3-pyridin-4-yl-5-thiophen-3-yl-phenoxy)-hexyl]-phenoxy}-butyric acid (95 mg, 91%) as an amorphous white solid: ES(+)-HRMS m/e calculated for C34H37NO6S (M+H)+ 588.2415, found 588.2414.

Sources & evidence

ORD record
ord-f7f366a8275f473c8224299b317557df
Source dataset
uspto-grants-2012_01
Patent number
US08093385B2

Reaction notes

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