Sodium Hydroxide → HCID 46928885, compound

HRID 417009Notes

Reaction equation

C([O:3][C:4](=[O:44])[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:29]=[N:30][CH:31]=[N:32][CH:33]=3)[CH:25]=[C:24]([O:34][CH2:35][CH3:36])[CH:23]=2)[C:10]=1[CH2:37][CH2:38][C:39]([O:41]CC)=[O:40])C.[OH-].[Na+]>>[C:39]([CH2:38][CH2:37][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:29]=[N:30][CH:31]=[N:32][CH:33]=3)[CH:25]=[C:24]([O:34][CH2:35][CH3:36])[CH:23]=2)=[CH:12][CH:13]=[CH:14][C:9]=1[O:8][CH2:7][CH2:6][CH2:5][C:4]([OH:44])=[O:3])([OH:41])=[O:40]

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 59496851HCID 59496851, compound

Product 1

HCID 46928885HCID 46928885, compoundYield 92%

Procedure

A similar procedure as described in Example 43, step 5 was used, starting from 4-[2-(2-ethoxycarbonyl-ethyl)-3-[6-(3-ethoxy-5-pyrimidin-5-yl-phenoxy)-hexyl]-phenoxy]-butyric acid ethyl ester (76 mg, 0.13 mmol) and 1.0 N aqueous sodium hydroxide (1.3 mL) to afford 4-[2-(2-carboxy-ethyl)-3-[6-(3-ethoxy-5-pyrimidin-5-yl-phenoxy)-hexyl]-phenoxy]-butyric acid (63 mg, 92%) as a light brown solid: ES(+)-HRMS m/e calcd for C31H38N2O7 (M+H)+ 551.2752. found 551.2750.

Sources & evidence

ORD record: ord-d2faf0d25fd84e60b110e693d811328a
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08088936B2

Reaction notes

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