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

HRID 2247653Notes

Reaction equation

HRID 2247653 reaction equation
[C:1]1([C:7]2[CH:8]=[C:9]([C:16]3[O:20][N:19]=[C:18]([C:21]4[S:25][C:24]([CH2:26][N:27]5[CH2:30][CH:29]([C:31]([O:33]CC)=[O:32])[CH2:28]5)=[CH:23][CH:22]=4)[N:17]=3)[S:10][C:11]=2[C:12]([F:15])([F:14])[F:13])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[Na+]>>[C:1]1([C:7]2[CH:8]=[C:9]([C:16]3[O:20][N:19]=[C:18]([C:21]4[S:25][C:24]([CH2:26][N:27]5[CH2:30][CH:29]([C:31]([OH:33])=[O:32])[CH2:28]5)=[CH:23][CH:22]=4)[N:17]=3)[S:10][C:11]=2[C:12]([F:13])([F:14])[F:15])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 68525948HCID 68525948, compound

Product 1

HCID 592180311-[(5-{5-[4-Phenyl-5-(trifluoromethyl)-2-thienyl]-1,2,4-oxadiazol-3-yl}-2-thienyl)methyl]azetidine-3-carboxylic acidYield 53.1%

Procedure

The title compound (60 mg) was synthesized in a yield of 53% as a white crystalline solid by conducting the similar reaction to that mentioned in Example 3 (3e) using ethyl 1-[(5-{5-[4-phenyl-5-(trifluoromethyl)-2-thienyl]-1,2,4-oxadiazol-3-yl}-2-thienyl)methyl]azetidine-3-carboxylate (0.12 g, 0.23 mmol) that was obtained in Example 4 (4d) and a 1N aqueous solution of sodium hydroxide (0.69 ml, 0.69 mmol).

Workup

  1. customthe similar reaction to

Sources & evidence

ORD record
ord-7c23fd4187064d71ab14ccd6ec1c51a4
Source dataset
uspto-grants-2010_03
Patent number
US07687491B2

Reaction notes

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