Sodium Hydroxide → HCID 25192469, compound

HRID 420354Notes

Reaction equation

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

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 57586462HCID 57586462, compound

Product 1

HCID 25192469HCID 25192469, compoundYield 80%

Procedure

A similar procedure as described in Example 1, step 3 was used, starting from 4-{3-[6-(3,5-di-pyridin-3-yl-phenoxy)-hexyl]-2-(2-ethoxycarbonyl-ethyl)-phenoxy}-butyric acid ethyl ester (150 mg, 0.26 mmol) and 1.0 N aqueous NaOH (2.5 mL) to afford 4-{2-(2-carboxy-ethyl)-3-[6-(3,5-di-pyridin-3-yl-phenoxy)-hexyl]-phenoxy}-butyric acid (110 mg, 80%) as an amorphous white solid: ES(+)-HRMS m/e calculated for C35H38N2O6 (M+H)+ 583.2803, found 583.2800.

Sources & evidence

ORD record: ord-811ae176d25c4cedb79b15c3558f6ee5
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08093385B2

Reaction notes

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