Sodium Hydroxide → HCID 25192024, compound

HRID 420394Notes

Reaction equation

C([O:3][C:4](=[O:51])[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:43]=[CH:42][C:37]4[O:38][CH2:39][CH2:40][O:41][C:36]=4[CH:35]=3)[CH:23]=2)[C:10]=1[CH2:44][CH2:45][C:46]([O:48]CC)=[O:47])C.[OH-].[Na+]>>[C:46]([CH2:45][CH2:44][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:33]=[CH:32][N:31]=[CH:30][CH:29]=3)[CH:25]=[C:24]([C:34]3[CH:43]=[CH:42][C:37]4[O:38][CH2:39][CH2:40][O:41][C:36]=4[CH:35]=3)[CH:23]=2)=[CH:12][CH:13]=[CH:14][C:9]=1[O:8][CH2:7][CH2:6][CH2:5][C:4]([OH:51])=[O:3])([OH:48])=[O:47]

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 57586459HCID 57586459, compound

Product 1

HCID 25192024HCID 25192024, compoundYield 86%

Procedure

A similar procedure as described in Example 22, step 3 was used, starting from 4-[3-{6-[3-(2,3-dihydro-benzo[1,4]dioxin-6-yl)-5-pyridin-4-yl-phenoxy]-hexyl}-2-(2-ethoxycarbonyl-ethyl)-phenoxy)-butyric acid ethyl ester (75 mg, 0.1 mmol) and 1.0 N aqueous sodium hydroxide (6 mL) to afford 4-(2-(2-carboxy-ethyl)-3-{6-[3-(2,3-dihydro-benzo[1,4]dioxin-6-yl)-5-pyridin-4-yl-phenoxy]-hexyl}-phenoxy)-butyric acid (55 mg, 86%) as an amorphous off-white solid: ES(+)-HRMS m/e calculated for C38H41NO8 (M+H)+ 640.2905, found 640.2899.

Sources & evidence

ORD record: ord-888b430d46ad4e989515a06bbd4251c5
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08093385B2

Reaction notes

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