HCID 68958040, compound → HCID 57668059, compound

HRID 2191826Notes

Reaction equation

HRID 2191826 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([NH:8][C:9]2[CH:21]=[C:20]([N:22]3[C:30]4[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=4)[CH2:24][CH2:23]3)[CH:19]=[CH:18][C:10]=2[C:11]([O:13]C(C)(C)C)=[O:12])[CH:5]=[CH:6][CH:7]=1>FC(F)(F)C(O)=O>[OH:1][C:2]1[CH:3]=[C:4]([NH:8][C:9]2[CH:21]=[C:20]([N:22]3[C:30]4[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=4)[CH2:24][CH2:23]3)[CH:19]=[CH:18][C:10]=2[C:11]([OH:13])=[O:12])[CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 1

HCID 68958040HCID 68958040, compound

Product 1

HCID 57668059HCID 57668059, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

Trifluoroacetic acid 10 mL was added to the obtained tert-butyl 2-((3-hydroxyphenyl)amino)-4-(indolin-1-yl)benzoate, and it was stirred at room temperature for 2 hours. The solvent was removed under reduced pressure, and the obtained residue was refined by reversed-phase silica gel column chromatography [eluent; 50-90% acetonitrile/0.1% trifluoroacetic acid aqueous solution] to give 2-((3-hydroxyphenyl)amino)-4-(indolin-1-yl)benzoic acid 13 mg of a white solid.

Workup

  1. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-fe2e6c00078b45a3acaa20de82c7625b
Source dataset
uspto-grants-2012_12
Patent number
US08327467B2

Reaction notes

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