HCID 23081198, compound → HCID 23081344, compound

HRID 856143Notes

Reaction equation

HRID 856143 reaction equation
[F:1][C:2]([F:30])([F:29])[O:3][C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:15][CH2:14][CH:13]([N:16]3[CH2:21][CH2:20][N:19](C(OC(C)(C)C)=O)[CH2:18][CH2:17]3)[CH2:12][CH2:11]2)=[CH:6][CH:5]=1>C(Cl)Cl.FC(F)(F)C(O)=O>[F:30][C:2]([F:1])([F:29])[O:3][C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:15][CH2:14][CH:13]([N:16]3[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]3)[CH2:12][CH2:11]2)=[CH:6][CH:5]=1

Participants

4

Reactant 1

HCID 23081198HCID 23081198, compound

Product 1

HCID 23081344HCID 23081344, compoundYield 100.3%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

Tert-butyl 4-[1-(4-trifluoromethoxyphenyl)-piperidin-4-yl]piperazine-1-carboxylate (1 g, 2.33 mmol) was dissolved in methylene chloride (10 ml), to which trifluoroacetic acid (10 ml) was added while cooling in an ice-bath, and the mixture was stirred at room temperature for 1 hour. The reaction mixture was washed with a 25% sodium hydroxide aqueous solution (40 ml) and brine (10 ml), and dried over sodium sulfate. After filtration, the filtrate was concentrated to afford 1-[1-(4-trifluoromethoxyphenyl)piperidin-4-yl]piperazine (770 mg, quantitative) as a yellow amorphous form.

Workup

  1. additionwas added
  2. temperaturewhile cooling in an ice-bath
  3. washThe reaction mixture was washed with a 25% sodium hydroxide aqueous solution (40 ml) and brine (10 ml)
  4. dry with materialdried over sodium sulfate
  5. filtrationAfter filtration
  6. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-b8c7b8699d3745bfbb37adff5b2c17e5
Source dataset
uspto-grants-2007_08
Patent number
US07262212B2

Reaction notes

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