Thionyl Chloride → 1-(4-Pyridinyl)-4-piperidinecarbonyl chloride

HRID 1975986Notes

Reaction equation

HRID 1975986 reaction equation
S(Cl)([Cl:3])=O.[N:5]1[CH:10]=[CH:9][C:8]([N:11]2[CH2:16][CH2:15][CH:14]([C:17]([OH:19])=O)[CH2:13][CH2:12]2)=[CH:7][CH:6]=1>C(Cl)Cl>[N:5]1[CH:10]=[CH:9][C:8]([N:11]2[CH2:16][CH2:15][CH:14]([C:17]([Cl:3])=[O:19])[CH2:13][CH2:12]2)=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 12682891-(Pyridin-4-yl)piperidine-4-carboxylic acid

Product 1

HCID 111837001-(4-Pyridinyl)-4-piperidinecarbonyl chloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Thionyl chloride (1.6 ml) was added dropwise to a stirred suspension of 1-(4-pyridyl)piperidine-4-carboxylic acid (2.17 g) in methylene chloride (30 ml) and the mixture was stirred at ambient temperature for 1 hour. The mixture was evaporated to give 1-(4-pyridyl)piperidine-4-carbonyl chloride which was used without further purification.

Workup

  1. customThe mixture was evaporated

Sources & evidence

ORD record
ord-0d60a810efc343ed9c29b9d5bc3f8fc6
Source dataset
uspto-grants-2001_05
Patent number
US06225309B1

Reaction notes

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