Sodium Hydroxide → [Rac]-2-{4-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxy]-indol-1-yl}-propionic acid

HRID 1767879Notes

Reaction equation

C([O:5][C:6](=[O:36])[CH:7]([N:9]1[C:17]2[C:12](=[C:13]([O:18][CH2:19][C:20]3[S:24][C:23]([C:25]4[CH:30]=[CH:29][C:28]([C:31]([F:34])([F:33])[F:32])=[CH:27][CH:26]=4)=[N:22][C:21]=3[CH3:35])[CH:14]=[CH:15][CH:16]=2)[CH:11]=[CH:10]1)[CH3:8])(C)(C)C.[OH-].[Na+]>>[CH3:35][C:21]1[N:22]=[C:23]([C:25]2[CH:26]=[CH:27][C:28]([C:31]([F:34])([F:33])[F:32])=[CH:29][CH:30]=2)[S:24][C:20]=1[CH2:19][O:18][C:13]1[CH:14]=[CH:15][CH:16]=[C:17]2[C:12]=1[CH:11]=[CH:10][N:9]2[CH:7]([CH3:8])[C:6]([OH:36])=[O:5]

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 69283091[Rac]-2-{4-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxy]-indol-1-yl}-propionic acid tert-butyl ester

Product 1

HCID 11202006[Rac]-2-{4-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxy]-indol-1-yl}-propionic acid

Procedure

In analogy to the procedure described in example 2 c], [rac]-2-{4-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxy]-indol-1-yl}-propionic acid tert-butyl ester was treated with NaOH to obtain [rac]-2-{4-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxy]-indol-1-yl}-propionic acid as light yellow gum.

Sources & evidence

ORD record: ord-a3531be161564e818638ad8bc6815aa0
Source dataset: uspto-grants-2007_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07235572B2

Reaction notes

Loading…