Trifluoroacetic acid → HCID 69067145, compound

HRID 1434623Notes

Reaction equation

HRID 1434623 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-f87830f29f6e43a88bb82344075f4b0b
Source dataset
uspto-grants-2009_11
Patent number
US07615556B2

Reaction notes

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