Water → HCID 86643507, compound

HRID 1805169Notes

Reaction equation

HRID 1805169 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-450f104d4574431a833dd01a07b72e37
Source dataset
uspto-grants-2013_01
Patent number
US08354427B2

Reaction notes

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