Triethylamine → HCID 58002274, compound

HRID 1642804Notes

Reaction equation

HRID 1642804 reaction equation
[CH:1]1([C:6]([N:8]2[CH2:13][CH:12]([C:14]3[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=3)[CH2:11][CH:10]([C:22]([O:24][CH2:25][CH3:26])=[O:23])[CH2:9]2)=[O:7])[CH2:5]CC[CH2:2]1.[CH2:27](N(CC)CC)C.C(Cl)(=O)C(C)(C)C>ClCCl>[CH3:2][C:1]([CH3:5])([CH3:27])[C:6]([N:8]1[CH2:13][CH:12]([C:14]2[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=2)[CH2:11][CH:10]([C:22]([O:24][CH2:25][CH3:26])=[O:23])[CH2:9]1)=[O:7]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 62493Pivaloyl chlorideHCID 66755022HCID 66755022, compound

Product 1

HCID 58002274HCID 58002274, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

10.0 g (18.99 mmol) of ethyl 1-(cyclopentylcarbonyl)-5-[4-(methoxy)phenyl]piperidine-3-carboxylate were dissolved in 50 ml of dichloromethane, and 2.88 g (28.48 mmol) of triethylamine were added at 0° C. 3.00 g (24.68 mmol) of pivaloyl 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.

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-b4db9b0e34e040a4b65058484676b1c4
Source dataset
uspto-grants-2012_02
Patent number
US08119663B2

Reaction notes

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