Hydrochloric Acid → (6-{2-[5-Methyl-2-(4-trifluoromethyl-phenyl)-thiazol-4-yl]-propoxy}-benzo[b]thiophen-3-yl)-acetic acid

HRID 490768Notes

Reaction equation

HRID 490768 reaction equation
C([O:3][C:4](=[O:35])[CH2:5][C:6]1[C:7]2[CH:14]=[CH:13][C:12]([O:15][CH2:16][CH:17]([C:19]3[N:20]=[C:21]([C:25]4[CH:30]=[CH:29][C:28]([C:31]([F:34])([F:33])[F:32])=[CH:27][CH:26]=4)[S:22][C:23]=3[CH3:24])[CH3:18])=[CH:11][C:8]=2[S:9][CH:10]=1)C.[OH-].[Na+].Cl>C(O)C>[CH3:24][C:23]1[S:22][C:21]([C:25]2[CH:30]=[CH:29][C:28]([C:31]([F:34])([F:32])[F:33])=[CH:27][CH:26]=2)=[N:20][C:19]=1[CH:17]([CH3:18])[CH2:16][O:15][C:12]1[CH:13]=[CH:14][C:7]2[C:6]([CH2:5][C:4]([OH:35])=[O:3])=[CH:10][S:9][C:8]=2[CH:11]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 69055659(6-{2-[5-Methyl-2-(4-trifluoromethyl-phenyl)-thiazol-4-yl]-propoxy}-benzo[b]thiophen-3-yl)-acetic acid ethyl ester

Product 1

HCID 10255066(6-{2-[5-Methyl-2-(4-trifluoromethyl-phenyl)-thiazol-4-yl]-propoxy}-benzo[b]thiophen-3-yl)-acetic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

(6-{2-[5-Methyl-2-(4-trifluoromethyl-phenyl)-thiazol-4-yl]-propoxy}-benzo[b]thiophen-3-yl)-acetic acid ethyl ester (100 mg) is taken into ethanol (1 mL) and treated with NaOH (5.0 N, 1 mL) at 50° C. for 2 hrs. The reaction mixture is acidified with 5 N HCl, extracted with ethyl ether, dried over sodium sulfate. Concentration yields the title compound. MS (ES): 492.1(M++1), the structure is also confirmed by proton NMR.

Workup

  1. extractionextracted with ethyl ether
  2. dry with materialdried over sodium sulfate
  3. concentrationConcentration

Sources & evidence

ORD record
ord-95709db9775d47cb8c976f14c00c36f2
Source dataset
uspto-grants-2009_05
Patent number
US07528160B2

Reaction notes

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