Triethylamine → HCID 58002540, compound

HRID 1642794Notes

Reaction equation

HRID 1642794 reaction equation
[F:1][C:2]([F:21])([F:20])[C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[CH2:14][NH:13][CH2:12][CH:11]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH2:10]2)=[CH:5][CH:4]=1.C(N(CC)CC)C.[CH:29]1([C:34](Cl)=[O:35])[CH2:33][CH2:32][CH2:31][CH2:30]1>ClCCl>[CH:29]1([C:34]([N:13]2[CH2:14][CH:9]([C:6]3[CH:7]=[CH:8][C:3]([C:2]([F:20])([F:1])[F:21])=[CH:4][CH:5]=3)[CH2:10][CH:11]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH2:12]2)=[O:35])[CH2:33][CH2:32][CH2:31][CH2:30]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 78284Cyclopentanecarbonyl chlorideHCID 58002732HCID 58002732, compound

Product 1

HCID 58002540HCID 58002540, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4.2 g (13.5 mmol) of ethyl 5-[4-(trifluoromethyl)phenyl]piperidine-3-carboxylate were dissolved in 33 ml of dichloromethane, and 2.04 g (20.2 mmol) of triethylamine were added at 0° C. 2.37 g (17.5 mmol) of cyclopentanecarbonyl chloride were then added dropwise. The reaction mixture was stirred at RT for 2 h. For work-up, the mixture was twice washed with water. The organic phase was dried over sodium sulphate and concentrated under reduced pressure. Yield: 5.9 g (100% of theory)

Workup

  1. washFor work-up, the mixture was twice washed with water
  2. dry with materialThe organic phase was dried over sodium sulphate
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-5c0c68e3b66f46dea64ebe5128d644d0
Source dataset
uspto-grants-2012_02
Patent number
US08119663B2

Reaction notes

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