Sodium Hydroxide → 1-({6-Ethyl-5-[5-(3-fluoro-4-isobutylphenyl)-1,2,4-oxadiazol-3-yl]pyridin-2-yl}methyl)azetidine-3-carboxylic acid

HRID 2247781Notes

Reaction equation

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

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 68521697Methyl 1-({6-ethyl-5-[5-(3-fluoro-4-isobutylphenyl)-1,2,4-oxadiazol-3-yl]pyridin-2-yl}methyl)azetidine-3-carboxylate

Product 1

HCID 119783901-({6-Ethyl-5-[5-(3-fluoro-4-isobutylphenyl)-1,2,4-oxadiazol-3-yl]pyridin-2-yl}methyl)azetidine-3-carboxylic acidYield 87%

Procedure

The title compound (90 mg) was synthesized in a yield of 87% as a white crystalline solid by conducting the reaction similar to that mentioned in Example 3 (3e) using methyl 1-({6-ethyl-5-[5-(3-fluoro-4-isobutylphenyl)-1,2,4-oxadiazol-3-yl]pyridin-2-yl}methyl)azetidine-3-carboxylate (0.11 g, 0.24 mmol) that was obtained in Example 30 (30b) and a 1 N aqueous solution of sodium hydroxide (0.71 mL, 0.71 mmol).

Workup

customthe reaction similar to

Sources & evidence

ORD record: ord-a1962bc6c74d48d3abe245b2b4a144da
Source dataset: uspto-grants-2010_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07687491B2

Reaction notes

Loading…