Sodium Hydroxide → 1-({5-[5-(4-Phenoxyphenyl)-1,2,4-oxadiazol-3-yl]-2-thienyl}methyl)azetidine-3-carboxylic acid

HRID 2247656Notes

Reaction equation

[O:1]([C:8]1[CH:13]=[CH:12][C:11]([C:14]2[O:18][N:17]=[C:16]([C:19]3[S:23][C:22]([CH2:24][N:25]4[CH2:28][CH:27]([C:29]([O:31]CC)=[O:30])[CH2:26]4)=[CH:21][CH:20]=3)[N:15]=2)=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+]>>[O:1]([C:8]1[CH:13]=[CH:12][C:11]([C:14]2[O:18][N:17]=[C:16]([C:19]3[S:23][C:22]([CH2:24][N:25]4[CH2:26][CH:27]([C:29]([OH:31])=[O:30])[CH2:28]4)=[CH:21][CH:20]=3)[N:15]=2)=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 68523376HCID 68523376, compound

Product 1

HCID 119778181-({5-[5-(4-Phenoxyphenyl)-1,2,4-oxadiazol-3-yl]-2-thienyl}methyl)azetidine-3-carboxylic acidYield 80%

Procedure

The title compound (69 mg) was synthesized in a yield of 80% as a white crystalline solid by conducting the similar reaction to that mentioned in Example 3 (3e) using ethyl 1-({5-[5-(4-phenoxyphenyl)-1,2,4-oxadiazol-3-yl]-2-thienyl}methyl)azetidine-3-carboxylate (90 mg, 0.20 mmol) that was obtained in Example 5 (5b) and a 1N aqueous solution of sodium hydroxide (0.60 ml, 0.60 mmol).

Workup

customthe similar reaction to

Sources & evidence

ORD record: ord-7270db4a23884a809a563681b30776b5
Source dataset: uspto-grants-2010_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07687491B2

Reaction notes

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