Hydrochloric Acid → 5-Chloro-1',2',3',6'-tetrahydro-2,4'-bipyridine

HRID 1354746Notes

Reaction equation

HRID 1354746 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH2:9][CH2:10][N:11](C(OC(C)(C)C)=O)[CH2:12][CH:13]=2)=[N:6][CH:7]=1.Cl>C(Cl)(Cl)Cl>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH2:9][CH2:10][NH:11][CH2:12][CH:13]=2)=[N:6][CH:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 21105685tert-butyl 4-(5-chloro-2-pyridyl)-3,6-dihydro-2H-pyridine-1-carboxylate

Product 1

HCID 211055245-Chloro-1',2',3',6'-tetrahydro-2,4'-bipyridine

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A solution of tert-butyl 5-chloro-3′,6′-dihydro-2′H-[2,4′]bipyridine-1′-carboxylate (50 mg) in chloroform (2.4 ml) was mixed with hydrogen chloride (4N in dioxane; 0.8 ml) and the mixture was concentrated after 13 hours. This resulted in the product with the molecular weight of 194.67 (C10H11ClN2); MS (ESI): 195 (M+H+).

Workup

  1. concentrationthe mixture was concentrated after 13 hours
  2. customThis resulted in the product with the molecular weight of 194.67 (C10H11ClN2)

Sources & evidence

ORD record
ord-0a84ec66631f478fb795247ee745dbec
Source dataset
uspto-grants-2007_05
Patent number
US07223788B2

Reaction notes

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