Trifluoroacetic acid → HCID 67490832, compound

HRID 1917428Notes

Reaction equation

HRID 1917428 reaction equation
C([O:5][C:6]([C@@:8]12[CH2:15][CH2:14][CH2:13][C@:12]1([Cl:16])[C:11](=[O:17])[N:10]([C@@H:18]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[CH3:19])[CH2:9]2)=[O:7])(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[Cl:16][C@:12]12[CH2:13][CH2:14][CH2:15][C@@:8]1([C:6]([OH:7])=[O:5])[CH2:9][N:10]([C@@H:18]([C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1)[CH3:19])[C:11]2=[O:17]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 69173780HCID 69173780, compound

Product 1

HCID 67490832HCID 67490832, compoundYield 87.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of tert-butyl (1S,5R)-5-chloro-4-oxo-3-[(1R)-1-phenylethyl]-3-azabicyclo[3.3.0]octan-1-ylcarboxylic acid (332 mg, 0.912 mmol) and trifluoroacetic acid (2 mL) in dichloromethane (4 mL) was stirred for 14.5 hours at room temperature. The solvent was distilled off under reduced pressure. To the residue was added diethyl ether (3 mL), and then the precipitate was collected by filtration to afford 245 mg of the title compound as a colorless solid.

Workup

  1. distillationThe solvent was distilled off under reduced pressure
  2. additionTo the residue was added diethyl ether (3 mL)
  3. filtrationthe precipitate was collected by filtration

Sources & evidence

ORD record
ord-6aee9876cf3446788a520f97f43f06f5
Source dataset
uspto-grants-2013_12
Patent number
US08618094B2

Reaction notes

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