Trifluoroacetic acid → HCID 69067145, compound

HRID 1912483Notes

Reaction equation

HRID 1912483 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([N:9]2[CH2:14][CH2:13][N:12]([C:15]([C@@H:17]3[CH2:22][CH2:21][CH2:20][C@H:19]([NH:23]C(=O)OC(C)(C)C)[CH2:18]3)=[O:16])[CH2:11][CH2:10]2)[CH:5]=[CH:6][C:7]=1[Cl:8].C(O)(C(F)(F)F)=O>ClCCl>[NH2:23][C@@H:19]1[CH2:20][CH2:21][CH2:22][C@H:17]([C:15]([N:12]2[CH2:13][CH2:14][N:9]([C:4]3[CH:5]=[CH:6][C:7]([Cl:8])=[C:2]([Cl:1])[CH:3]=3)[CH2:10][CH2:11]2)=[O:16])[CH2:18]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 131727750HCID 131727750, compound

Product 1

HCID 69067145HCID 69067145, compoundYield 118.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of cis-tert-butyl 3-(1-(3,4-dichlorophenyl)piperazine-4-carbonyl)cyclohexylcarbamate (640 mg) in dichloromethane (10 mL) was added TFA (10 mL). The resulting solution was allowed to stir at rt. for 2 h. After this time, the solvent was removed by rotary evaporation to provide an oil which was partitioned between dichloromethane and 1 N NaOH. The dichloromethane extract was washed with water, dried over MgSO4 and then evaporated to provide the title compound (590 mg) as an oil.

Workup

  1. customAfter this time, the solvent was removed by rotary evaporation
  2. customto provide an oil which
  3. customwas partitioned between dichloromethane and 1 N NaOH
  4. extractionThe dichloromethane extract
  5. washwas washed with water
  6. dry with materialdried over MgSO4
  7. customevaporated

Sources & evidence

ORD record
ord-62bfebcb09b7413ca7a21a92d562e02a
Source dataset
uspto-grants-2013_12
Patent number
US08609664B2

Reaction notes

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