Trifluoroacetic acid → HCID 44140171, compound

HRID 549923Notes

Reaction equation

HRID 549923 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([N:9]2[CH2:14][CH2:13][N:12]([C:15]([CH:17]3[CH2:22][CH2:21][CH2:20][N:19](C(OC(C)(C)C)=O)[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>C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[C:4]([N:9]2[CH2:14][CH2:13][N:12]([C:15]([CH:17]3[CH2:22][CH2:21][CH2:20][NH:19][CH2:18]3)=[O:16])[CH2:11][CH2:10]2)[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 59846016HCID 59846016, compound

Product 1

HCID 44140171HCID 44140171, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of tert-butyl 3-{[4-(3,4-dichlorophenyl)piperazin-1-yl]carbonyl}piperidine-1-carboxylate (1.002 g) in DCM (10 ml) was added TFA (10 ml). The reaction was allowed to stir at ambient temperature for 2 hours. The solvents were removed in vacuo, the residue partitioned between DCM and 2M NaOH, extracted twice and the combined organics dried (Na2SO4), filtered and evaporated to give the product, 1-(3,4-dichlorophenyl)-4-(piperidin-3-ylcarbonyl)piperazine, as a yellow foam (703 mg).

Workup

  1. customThe solvents were removed in vacuo
  2. customthe residue partitioned between DCM and 2M NaOH
  3. extractionextracted twice
  4. dry with materialthe combined organics dried (Na2SO4)
  5. filtrationfiltered
  6. customevaporated

Sources & evidence

ORD record
ord-f9f0fa6674724c19a0b4033427fcd64b
Source dataset
uspto-grants-2011_05
Patent number
US07943768B2

Reaction notes

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