Trifluoroacetic acid → HCID 17858872, compound

HRID 1372718Notes

Reaction equation

HRID 1372718 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[C:2]1[C:10]([NH:12][C:13]1[CH:18]=[CH:17][C:16]([CH2:19][C:20]([O:22]C(C)(C)C)=[O:21])=[CH:15][C:14]=1[O:27][CH3:28])=[O:11].C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[C:2]1[C:10]([NH:12][C:13]1[CH:18]=[CH:17][C:16]([CH2:19][C:20]([OH:22])=[O:21])=[CH:15][C:14]=1[O:27][CH3:28])=[O:11]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86592799HCID 86592799, compound

Product 1

HCID 17858872HCID 17858872, compoundYield 99.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In methylene chloride (20 ml) was dissolved tert-butyl (4-((2-indolylcarbonyl)amino)-3-methoxyphenyl)acetate (1.31 g, 3.44 mmol). To the resulting solution was added TFA (10 ml) at 0° C. After the reaction mixture was stirred at room temperature for 1 hour, the reaction mixture was distilled under reduced pressure to remove the solvent, whereby (4-((2-indolylcarbonyl)amino)-3-methoxyphenyl)acetic acid (1.11 g, 99%) was obtained as a brown solid.

Workup

  1. distillationthe reaction mixture was distilled under reduced pressure
  2. customto remove the solvent

Sources & evidence

ORD record
ord-eff72802cc9f478bad19c3a83b5fd1f9
Source dataset
uspto-grants-2007_01
Patent number
US07157487B2

Reaction notes

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