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

HRID 2247701Notes

Reaction equation

HRID 2247701 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH2:25][N:26]2[CH2:29][CH:28]([C:30]([O:32]C)=[O:31])[CH2:27]2)[S:5][C:6]=1[C:7]1[N:11]=[C:10]([C:12]2[CH:17]=[CH:16][C:15]([O:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)=[CH:14][CH:13]=2)[O:9][N:8]=1.[OH-].[Na+]>>[CH3:1][C:2]1[CH:3]=[C:4]([CH2:25][N:26]2[CH2:29][CH:28]([C:30]([OH:32])=[O:31])[CH2:27]2)[S:5][C:6]=1[C:7]1[N:11]=[C:10]([C:12]2[CH:13]=[CH:14][C:15]([O:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)=[CH:16][CH:17]=2)[O:9][N:8]=1

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 68523708Methyl 1-({4-methyl-5-[5-(4-phenoxyphenyl)-1,2,4-oxadiazol-3-yl]-2-thienyl}methyl)azetidine-3-carboxylate

Product 1

HCID 119779361-({4-Methyl-5-[5-(4-phenoxyphenyl)-1,2,4-oxadiazol-3-yl]-2-thienyl}methyl)azetidine-3-carboxylic acidYield 85.1%

Procedure

The title compound (0.16 g) was synthesized in a yield of 85% as a white crystalline solid by conducting the reaction similar to that mentioned in Example 3 (3e) using methyl 1-({4-methyl-5-[5-(4-phenoxyphenyl)-1,2,4-oxadiazol-3-yl]-2-thienyl}methyl)azetidine-3-carboxylate (0.20 g, 0.42 mmol) that was obtained in Example 12 (12b) and a 1 N aqueous solution of sodium hydroxide (1.3 mL, 1.3 mmol).

Workup

  1. customthe reaction similar to

Sources & evidence

ORD record
ord-d83a2a1c5b3e4a7f88de0dc4b1335569
Source dataset
uspto-grants-2010_03
Patent number
US07687491B2

Reaction notes

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