Trifluoroacetic acid → HCID 178511564, compound

HRID 1922004Notes

Reaction equation

HRID 1922004 reaction equation
[F:1][C:2]([F:28])([F:27])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][NH:10][C:11]([C@@H:13]1[CH2:18][CH2:17][C@H:16]([NH:19]C(=O)OC(C)(C)C)[CH2:15][CH2:14]1)=[O:12].C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH2:19][C@@H:16]1[CH2:15][CH2:14][C@H:13]([C:11]([NH:10][CH2:9][C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=2[C:2]([F:1])([F:27])[F:28])=[O:12])[CH2:18][CH2:17]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 178453968HCID 178453968, compound

Product 1

HCID 178511564HCID 178511564, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
0 °C

Procedure

To a solution of 1,1-dimethylethyl {cis-4-[({[2-(trifluoromethyl)phenyl]methyl}amino)carbonyl]cyclohexyl}carbamate in CH2Cl2 (40 ml) at 0° C., a premixed solution of CH2Cl2 (10 ml) and TFA (10 ml) was added. The reaction mixture was stirred at 0° C. for 10 min. The reaction was warmed to room temperature and stirring was continued for 2 h. The solvent was next removed under reduced pressure to yield 2.83 g (69% over 2 steps) of the title compound. MS ES+): m/e 301.1 [M+H]+.

Workup

  1. temperatureThe reaction was warmed to room temperature
  2. stirringstirring
  3. waitwas continued for 2 h
  4. customThe solvent was next removed under reduced pressure

Sources & evidence

ORD record
ord-1f13234fad90402b923c22aaa8a1b1c7
Source dataset
uspto-grants-2012_05
Patent number
US08173805B2

Reaction notes

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