Trifluoroacetic acid → HCID 7183144, compound

HRID 1293367Notes

Reaction equation

HRID 1293367 reaction equation
C(OC(=O)[NH:7][CH:8]1[CH2:13][CH2:12][N:11]([C:14](=[O:22])[C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=2)[CH2:10][CH2:9]1)(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[NH2:7][CH:8]1[CH2:13][CH2:12][N:11]([C:14]([C:15]2[CH:16]=[CH:17][C:18]([Cl:21])=[CH:19][CH:20]=2)=[O:22])[CH2:10][CH2:9]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 66756758HCID 66756758, compound

Product 1

HCID 7183144HCID 7183144, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of (1-(4-chloro-benzoyl)-piperidin-4-yl)-carbamic acid tert-butyl ester (46 g, 0.23 mmol) in CH2Cl2 (0.5 mL) was added trifluoroacetic acid (0.5 mL). The reaction mixture was stirred at room temperature for ½ hour. The reaction mixture was concentrated under reduced pressure. The residue was partitioned between a saturated aqueous solution of NaHCO3 and ethyl acetate. The aqueous phase was extracted twice more with ethyl acetate. Then the combined organic layers were combined and concentrated in vacuo to provide the titled compound. MS (DCI) m/z 239 (M+H)+.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customThe residue was partitioned between a saturated aqueous solution of NaHCO3 and ethyl acetate
  3. extractionThe aqueous phase was extracted twice more with ethyl acetate
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-5c8850d7b8a14877a6db3837f503dad0
Source dataset
uspto-grants-2007_07
Patent number
US07238724B2

Reaction notes

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