2-[2-(3-Trifluoromethyl-4,5,6,7-tetrahydroindazol-1-yl)-acetylamino]-4,5,6,7-tetrahydro-benzo[b]thiophene-3-carboxylic acid tert-butyl ester → 2-[2-(3-Trifluoromethyl-4,5,6,7-tetrahydroindazol-1-yl)-acetylamino]-4,5,6,7-tetrahydro-benzo[b]thiophene-3-carboxylic acid

HRID 1162738Notes

Reaction equation

HRID 1162738 reaction equation
C([O:5][C:6]([C:8]1[C:9]2[CH2:33][CH2:32][CH2:31][CH2:30][C:10]=2[S:11][C:12]=1[NH:13][C:14](=[O:29])[CH2:15][N:16]1[C:24]2[CH2:23][CH2:22][CH2:21][CH2:20][C:19]=2[C:18]([C:25]([F:28])([F:27])[F:26])=[N:17]1)=[O:7])(C)(C)C>C(Cl)Cl.C(O)(C(F)(F)F)=O>[F:28][C:25]([F:26])([F:27])[C:18]1[C:19]2[CH2:20][CH2:21][CH2:22][CH2:23][C:24]=2[N:16]([CH2:15][C:14]([NH:13][C:12]2[S:11][C:10]3[CH2:30][CH2:31][CH2:32][CH2:33][C:9]=3[C:8]=2[C:6]([OH:7])=[O:5])=[O:29])[N:17]=1

Participants

4

Reactant 1

HCID 595204592-[2-(3-Trifluoromethyl-4,5,6,7-tetrahydroindazol-1-yl)-acetylamino]-4,5,6,7-tetrahydro-benzo[b]thiophene-3-carboxylic acid tert-butyl ester

Product 1

HCID 595204832-[2-(3-Trifluoromethyl-4,5,6,7-tetrahydroindazol-1-yl)-acetylamino]-4,5,6,7-tetrahydro-benzo[b]thiophene-3-carboxylic acid

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

2-[2-(3-Trifluoromethyl-4,5,6,7-tetrahydroindazol-1-yl)-acetylamino]-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylic acid tert-butyl ester was dissolved in a solution of DCM (5 mL) and TFA (5 mL), and the resulting mixture stirred at RT for 3 h, before concentration in vacuo to afford the title compound as a pale yellow solid (870 mg). This was used directly in the next step without any further purification.

Sources & evidence

ORD record
ord-24c4ebf27b7449549f3bd5bd8e35c293
Source dataset
uspto-grants-2010_10
Patent number
US07820707B2

Reaction notes

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