Trifluoroacetic acid → HCID 178511283, compound

HRID 1486479Notes

Reaction equation

HRID 1486479 reaction equation
C(OC(=O)[NH:7][CH2:8][C@H:9]1[CH2:14][CH2:13][C@H:12]([O:15][C:16]2[C:25]3[C:20](=[C:21]([F:26])[CH:22]=[CH:23][CH:24]=3)[N:19]=[CH:18][CH:17]=2)[CH2:11][CH2:10]1)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[F:26][C:21]1[CH:22]=[CH:23][CH:24]=[C:25]2[C:20]=1[N:19]=[CH:18][CH:17]=[C:16]2[O:15][C@H:12]1[CH2:11][CH2:10][C@H:9]([CH2:8][NH2:7])[CH2:14][CH2:13]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 178453648HCID 178453648, compound

Product 1

HCID 178511283HCID 178511283, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

tert-Butyl-N-({trans-4-[(8-fluoroquinolin-4-yl)oxy]cyclohexyl}methyl)carbamate (950 mg, 2.54 mmol) was dissolved in dichloromethane (7.0 mL) and trifluoroacetic acid (2.0 mL, 25.4 mmol) was added at room temperature. After one hour at room temperature the reaction mixture was concentrated by evaporation and was then coevaporated with toluene. The residue was taken up in ammoniacal methanol solution (7 N) and concentrated by evaporation again to dryness. After chromatography, the desired product was obtained at 68% yield (470 mg).

Workup

  1. concentrationAfter one hour at room temperature the reaction mixture was concentrated by evaporation
  2. concentrationconcentrated by evaporation again to dryness

Sources & evidence

ORD record
ord-ddd33a6873a4477eb1f27503438d5e37
Source dataset
uspto-grants-2016_08
Patent number
US09428460B2

Reaction notes

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