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

HRID 2247707Notes

Reaction equation

HRID 2247707 reaction equation
[CH2:1]([C:3]1[CH:4]=[C:5]([CH2:27][N:28]2[CH2:31][CH:30]([C:32]([O:34]C)=[O:33])[CH2:29]2)[S:6][C:7]=1[C:8]1[N:12]=[C:11]([C:13]2[CH:18]=[CH:17][C:16]([O:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[C:15]([F:26])[CH:14]=2)[O:10][N:9]=1)[CH3:2].[OH-].[Na+]>>[CH2:1]([C:3]1[CH:4]=[C:5]([CH2:27][N:28]2[CH2:31][CH:30]([C:32]([OH:34])=[O:33])[CH2:29]2)[S:6][C:7]=1[C:8]1[N:12]=[C:11]([C:13]2[CH:18]=[CH:17][C:16]([O:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[C:15]([F:26])[CH:14]=2)[O:10][N:9]=1)[CH3:2]

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 68526634Methyl 1-({4-ethyl-5-[5-(3-fluoro-4-phenoxyphenyl)-1,2,4-oxadiazol-3-yl]-2-thienyl}methyl)azetidine-3-carboxylate

Product 1

HCID 119779391-({4-Ethyl-5-[5-(3-fluoro-4-phenoxyphenyl)-1,2,4-oxadiazol-3-yl]-2-thienyl}methyl)azetidine-3-carboxylic acidYield 77%

Procedure

The title compound (0.11 g) was synthesized in a yield of 77% as a white crystalline solid by conducting the reaction similar to that mentioned in Example 3 (3e) using methyl 1-({4-ethyl-5-[5-(3-fluoro-4-phenoxyphenyl)-1,2,4-oxadiazol-3-yl]-2-thienyl}methyl)azetidine-3-carboxylate (0.15 g, 0.30 mmol) that was obtained in Example 14 (14b) and a 1 N aqueous solution of sodium hydroxide (0.9 mL, 0.9 mmol).

Workup

  1. customthe reaction similar to

Sources & evidence

ORD record
ord-61c13413869d42bf976350aa54db4041
Source dataset
uspto-grants-2010_03
Patent number
US07687491B2

Reaction notes

Loading…