Thionyl Chloride → 1-(3-chloropyridin-2-yl)-1,2,3,6-tetrahydropyridine-4-carbonyl Chloride

HRID 404569Notes

Reaction equation

HRID 404569 reaction equation
[Cl:1][C:2]1[C:3]([N:8]2[CH2:13][CH:12]=[C:11]([C:14]([OH:16])=O)[CH2:10][CH2:9]2)=[N:4][CH:5]=[CH:6][CH:7]=1.S(Cl)([Cl:19])=O>C1C=CC=CC=1>[Cl:1][C:2]1[C:3]([N:8]2[CH2:13][CH:12]=[C:11]([C:14]([Cl:19])=[O:16])[CH2:10][CH2:9]2)=[N:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 219047271-(3-chloropyridin-2-yl)-1,2,3,6-tetrahydropyridine-4-carboxylic Acid2×

Product 1

HCID 583194931-(3-chloropyridin-2-yl)-1,2,3,6-tetrahydropyridine-4-carbonyl Chloride

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A solution of 1-(3-chloropyridin-2-yl)-1,2,3,6-tetrahydropyridine-4-carboxylic acid (compound 24) (8 g, 34 mmol) and thionyl chloride (12 g, 100 mmol) in benzene was refluxed for two hours. The solvent was evaporated to give a crude product, which can be directly used for the next step.

Workup

  1. customThe solvent was evaporated

Sources & evidence

ORD record
ord-ab5dc4d76c10477c9dc61edd2c8a007b
Source dataset
uspto-grants-2014_06
Patent number
US08748610B2

Reaction notes

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