Tert-butyl 2-((benzothiophen-5-yl)amino)-4-(indolin-1-yl)benzoate → 2-((Benzothiophen-5-yl)amino)-4-(indolin-1-yl)benzoic acid

HRID 2191828Notes

Reaction equation

HRID 2191828 reaction equation
[S:1]1[C:5]2[CH:6]=[CH:7][C:8]([NH:10][C:11]3[CH:23]=[C:22]([N:24]4[C:32]5[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=5)[CH2:26][CH2:25]4)[CH:21]=[CH:20][C:12]=3[C:13]([O:15]C(C)(C)C)=[O:14])=[CH:9][C:4]=2[CH:3]=[CH:2]1>FC(F)(F)C(O)=O>[S:1]1[C:5]2[CH:6]=[CH:7][C:8]([NH:10][C:11]3[CH:23]=[C:22]([N:24]4[C:32]5[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=5)[CH2:26][CH2:25]4)[CH:21]=[CH:20][C:12]=3[C:13]([OH:15])=[O:14])=[CH:9][C:4]=2[CH:3]=[CH:2]1

Participants

3

Reactant 1

HCID 68960417Tert-butyl 2-((benzothiophen-5-yl)amino)-4-(indolin-1-yl)benzoate

Product 1

HCID 576680462-((Benzothiophen-5-yl)amino)-4-(indolin-1-yl)benzoic acid

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

Trifluoroacetic acid 10 mL was added to the obtained tert-butyl 2-((benzothiophen-5-yl)amino)-4-(indolin-1-yl)benzoate, and it was stirred at room temperature for 2 hours. The solvent was removed under reduced pressure, methanol was added to the obtained residue, and solid matter was filtrated to give 2-((benzothiophen-5-yl)amino)-4-(indolin-1-yl)benzoic acid 67 mg of a brown solid.

Workup

  1. customThe solvent was removed under reduced pressure, methanol
  2. additionwas added to the obtained residue, and solid matter
  3. filtrationwas filtrated

Sources & evidence

ORD record
ord-fc2f9069e44d455395a314d79d6a76a2
Source dataset
uspto-grants-2012_12
Patent number
US08327467B2

Reaction notes

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