Potassium Carbonate → HCID 67121201, compound

HRID 1510445Notes

Reaction equation

HRID 1510445 reaction equation
C(=O)([O-])[O-].[K+].[K+].FC(F)(F)C([NH:11][C@H:12]1[C:20]2[C:15](=[CH:16][CH:17]=[C:18]([O:21][CH3:22])[CH:19]=2)[C@H:14]([OH:23])[CH2:13]1)=O>CO.O>[NH2:11][C@H:12]1[C:20]2[C:15](=[CH:16][CH:17]=[C:18]([O:21][CH3:22])[CH:19]=2)[C@H:14]([OH:23])[CH2:13]1

Participants

5

Reactant 2

HCID 11430Potassium CarbonateHCID 86652084HCID 86652084, compound

Product 1

HCID 67121201HCID 67121201, compoundYield 77.6%

Reagents, catalysts & solvents 2

HCID 887MethanolSolvent2×HCID 962WaterSolvent

Procedure

Potassium carbonate (16 mg, 0.116 mmol) was added to a solution of trans-2,2,2-trifluoro-N-(-3-hydroxy-6-methoxy-2,3-dihydro-1H-inden-1-yl)acetamide (32 mg, 0.116 mmol) in methanol (2 mL) and water (1 mL). After stirring for 72 hours, the reaction mixture was diluted with methanol, filtered through a cotton plug, and concentrated in vacuo. The crude compound was purified by silica gel chromatography, eluting with 10% methanol in dichloromethane with 0.1% NH4OH to give the title compound (17 mg, 0.09 mmol). MS (ESI) m/z (M+H+): 180.2

Workup

  1. filtrationfiltered through a cotton plug
  2. concentrationconcentrated in vacuo
  3. customThe crude compound was purified by silica gel chromatography
  4. washeluting with 10% methanol in dichloromethane with 0.1% NH4OH

Sources & evidence

ORD record
ord-b2f324e7602643b1876ed1f0235933d0
Source dataset
uspto-grants-2012_07
Patent number
US08211927B2

Reaction notes

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