Sodium Hydroxide → HCID 25192023, compound

HRID 420389Notes

Reaction equation

C([O:3][C:4](=[O:50])[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:33]=[CH:32][N:31]=[CH:30][CH:29]=3)[CH:25]=[C:24]([C:34]3[CH:42]=[CH:41][C:37]4[O:38][CH2:39][O:40][C:36]=4[CH:35]=3)[CH:23]=2)[C:10]=1[CH2:43][CH2:44][C:45]([O:47]CC)=[O:46])C.[OH-].[Na+]>>[O:38]1[C:37]2[CH:41]=[CH:42][C:34]([C:24]3[CH:23]=[C:22]([CH:27]=[C:26]([C:28]4[CH:29]=[CH:30][N:31]=[CH:32][CH:33]=4)[CH:25]=3)[O:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][C:11]3[C:10]([CH2:43][CH2:44][C:45]([OH:47])=[O:46])=[C:9]([CH:14]=[CH:13][CH:12]=3)[O:8][CH2:7][CH2:6][CH2:5][C:4]([OH:50])=[O:3])=[CH:35][C:36]=2[O:40][CH2:39]1

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 57586535HCID 57586535, compound

Product 1

HCID 25192023HCID 25192023, compoundYield 54%

Procedure

A similar procedure as described in Example 12, step 9 was used, starting from 4-{3-[6-(3-benzo[1,3]dioxol-5-yl-5-pyridin-4-yl-phenoxy)-hexyl]-2-(2-ethoxycarbonyl-ethyl)-phenoxy}-butyric acid ethyl ester (45 mg, 0.12 mmol) and 1.0 N aqueous sodium hydroxide (4 mL) to afford 4-{3-[6-(3-benzo[1,3]dioxol-5-yl-5-pyridin-4-yl-phenoxy)-hexyl]-2-(2-carboxy-ethyl)-phenoxy}-butyric acid (22 mg, 54%) as an amorphous white solid: ES(+)-HRMS m/e calculated for C37H39NO8 (M+H)+ 626.2749, found 626.2748.

Sources & evidence

ORD record: ord-9e4d0a290ef34519a5014c411d1c6be9
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08093385B2

Reaction notes

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