Dimethylformamide → 1-(Pyridine-4-yl)-piperidine-4-carboxylate chloride

HRID 747779Notes

Reaction equation

HRID 747779 reaction equation
Cl.[N:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:13][CH2:12][CH:11]([C:14]([OH:16])=[O:15])[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.CN(C)C=O.C(Cl)(=O)C([Cl:25])=O>ClCCl>[Cl-:25].[N:2]1[CH:3]=[CH:4][C:5]([N:8]2[CH2:13][CH2:12][CH:11]([C:14]([O-:16])=[O:15])[CH2:10][CH2:9]2)=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 162172691-(Pyridin-4-yl)piperidine-4-carboxylic acid hydrochloride

Product 1

HCID 177890821-(Pyridine-4-yl)-piperidine-4-carboxylate chloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

7 g (34 mmol) of 1-(pyridine-4-yl)-piperidine-4-carboxylate hydrochloride was stirred in 340 ml of dichloromethane, and 1 ml of dimethylformamide and 10.4 ml (109 mmol) of oxalyl dichloride were added thereto and stirred at room temperature for 1 hour. The solvent was distilled off, and the residue was dried with a vacuum pump to obtain the title compound.

Workup

  1. distillationThe solvent was distilled off
  2. customthe residue was dried with a vacuum pump

Sources & evidence

ORD record
ord-2197a7a9cfe3418495ac5a2a708a9c04
Source dataset
uspto-grants-2008_07
Patent number
US07396844B1

Reaction notes

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