Water → HCID 86643507, compound

HRID 1915510Notes

Reaction equation

HRID 1915510 reaction equation
[F:1][C:2]([F:20])([F:19])[C:3]([NH:5][C:6]1[CH:14]=[C:13]2[C:9]([CH:10]=[C:11](C(F)(F)F)[NH:12]2)=[CH:8][CH:7]=1)=[O:4].O.C([O-])([O-])=[O:23].[K+].[K+]>CO>[F:1][C:2]([F:20])([F:19])[C:3]([OH:23])=[O:4].[F:1][C:2]([F:20])([F:19])[C:10]1[C:9]2[C:13](=[CH:14][C:6]([NH2:5])=[CH:7][CH:8]=2)[NH:12][CH:11]=1

Participants

5

Reactant 3

HCID 962WaterHCID 11430Potassium CarbonateHCID 59410088HCID 59410088, compound

Product 1

HCID 86643507HCID 86643507, compoundYield 212.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2,2,2-trifluoro-N-(2-(trifluoromethyl)-1H-indol-6-yl)acetamide (28 mg, 0.09 mmol) was dissolved in MeOH (0.9 mL) and water (0.4 mL) in the presence of K2CO3 (90 mg, 0.65 mmol) and stirred overnight at room temperature. Purification (10 to 99% ACN in water) by LC-MS provided 3-(trifluoromethyl)-1H-indol-6-amine 2,2,2-trifluoroacetate (30 mg, quantitative yield). LC/MS: m/z 201.1 (M+H)+ at 0.90 min (10%-99% CH3CN (0.035% TFA)/H2O (0.05% TFA)).

Workup

  1. customPurification (10 to 99% ACN in water) by LC-MS

Sources & evidence

ORD record
ord-92febee4185a4d8498f170b5fd227d63
Source dataset
uspto-grants-2013_12
Patent number
US08614327B2

Reaction notes

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