Water → HCID 86643507, compound

HRID 2404907Notes

Reaction equation

HRID 2404907 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-d3d2fbc3dba04ac2a9eaf2584247ea8d
Source dataset
uspto-grants-2014_08
Patent number
US08802700B2

Reaction notes

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