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

HRID 2247659Notes

Reaction equation

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

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 68526640HCID 68526640, compound

Product 1

HCID 119778191-({4-[5-(4-Benzylphenyl)-1,2,4-oxadiazol-3-yl]-2-thienyl}methyl)azetidine-3-carboxylic acidYield 86.3%

Procedure

The title compound (67 mg) was synthesized in a yield of 86% as a white crystalline solid by conducting the reaction similar to that mentioned in Example 3 (3e) using ethyl 1-({4-[5-(4-benzylphenyl)-1,2,4-oxadiazol-3-yl]-2-thienyl}methyl)azetidine-3-carboxylate (82 mg, 0.18 mmol) that was obtained in Example 6 (6b), and a 1N aqueous solution of sodium hydroxide (0.54 ml, 0.54 mmol).

Workup

customthe reaction similar to

Sources & evidence

ORD record: ord-fa4b8a821b534e10b58a1cafeb437330
Source dataset: uspto-grants-2010_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07687491B2

Reaction notes

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