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