Sodium Hydroxide → 3-(2-Methyl-4-{[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethyl]-amino}-phenyl)-propionic acid sodium salt

HRID 854568Notes

Reaction equation

HRID 854568 reaction equation
C[O:2][C:3](=[O:31])[CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([NH:12][CH2:13][C:14]2[S:18][C:17]([C:19]3[CH:24]=[CH:23][C:22]([C:25]([F:28])([F:27])[F:26])=[CH:21][CH:20]=3)=[N:16][C:15]=2[CH3:29])=[CH:8][C:7]=1[CH3:30].[OH-].[Na+:33]>>[Na+:33].[CH3:30][C:7]1[CH:8]=[C:9]([NH:12][CH2:13][C:14]2[S:18][C:17]([C:19]3[CH:24]=[CH:23][C:22]([C:25]([F:28])([F:26])[F:27])=[CH:21][CH:20]=3)=[N:16][C:15]=2[CH3:29])[CH:10]=[CH:11][C:6]=1[CH2:5][CH2:4][C:3]([O-:31])=[O:2]

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 694694953-(2-Methyl-4-{[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethyl]-amino}-phenyl)-propionic acid methyl ester

Product 1

HCID 236636123-(2-Methyl-4-{[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethyl]-amino}-phenyl)-propionic acid sodium saltYield 17%

Procedure

A solution of 3-(2-Methyl-4-{[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethyl]-amino}-phenyl)-propionic acid methyl ester (0.06 g, 0.13 mmol) and 5M NaOH (0.35 mL, 1.75 mmol) is heated to 70° C. for 14 h. Upon cooling, the solid is filtered and dried in vacuo to yield the title compound (10 mg, 17%) as the sodium salt. MS (ES): 435 (M+); the structure is also confirmed by 1H NMR.

Workup

  1. temperatureUpon cooling
  2. filtrationthe solid is filtered
  3. customdried in vacuo

Sources & evidence

ORD record
ord-0742599c21ff4b2081a01d4340e80099
Source dataset
uspto-grants-2007_08
Patent number
US07259175B2

Reaction notes

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