Pyridine → Ethyl 4-benzyl-2-(trifluoromethyl)piperazine-1-carboxylate

HRID 2067887Notes

Reaction equation

HRID 2067887 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][NH:11][CH:10]([C:14]([F:17])([F:16])[F:15])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.N1C=CC=CC=1.Cl[C:25]([O:27][CH2:28][CH3:29])=[O:26]>C(Cl)Cl>[CH2:1]([N:8]1[CH2:13][CH2:12][N:11]([C:25]([O:27][CH2:28][CH3:29])=[O:26])[CH:10]([C:14]([F:17])([F:15])[F:16])[CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 10928Ethyl chloroformateHCID 534071701-Benzyl-3-(trifluoromethyl)piperazine

Product 1

HCID 68748441Ethyl 4-benzyl-2-(trifluoromethyl)piperazine-1-carboxylate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of 1-benzyl-3-(trifluoromethyl)piperazine 34a (1.0 mmol) and pyridine (1.1 mmol) in DCM (5 mL), is added ethyl chloroformate (1.1 mmol). The resulting mixture is stirred at rt for 1 h. After the reaction is complete, the reaction mixture is diluted with DCM (15 mL) and washed with water. The organic layer is separated, dried over Na2SO4, filtered, and concentrated to afford ethyl 4-benzyl-2-(trifluoromethyl)piperazine-1-carboxylate 34b, which is used without purification. MS (m/z) (M+1)+: 317.1.

Workup

  1. washwashed with water
  2. customThe organic layer is separated
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-905d12cf53f54e80aecdd4a690d6e656
Source dataset
uspto-grants-2012_10
Patent number
US08293757B2

Reaction notes

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