5-Chloro-1',2',3',6'-tetrahydro-2,4'-bipyridine → 5-Chloro-2-(piperidin-4-YL)pyridine

HRID 2043103Notes

Reaction equation

HRID 2043103 reaction equation
[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.[H][H]>[Pt](=O)=O.C(OCC)(=O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]2[CH2:9][CH2:10][NH:11][CH2:12][CH2:13]2)=[N:6][CH:7]=1

Participants

5

Reactant 2

HCID 211055245-Chloro-1',2',3',6'-tetrahydro-2,4'-bipyridineHCID 178418361HCID 178418361, compound

Product 1

HCID 231334175-Chloro-2-(piperidin-4-YL)pyridine

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 8857Ethyl AcetateSolvent

Procedure

Platinum dioxide (58 mg) was added to a mixture of 5-chloro-1′,2′,3′,6′-tetrahydro[2,4′]bipyridinyl (500 mg) and ethyl acetate (50 ml) under argon. The atmosphere was replaced by hydrogen and the mixture was vigorously stirred for 3 hours. The catalyst was filtered off with suction and the filtrate was concentrated. The product with the molecular weight of 196.68 (C10H13ClN2); MS (ESI): 197 (M+H+) was obtained in this way.

Workup

  1. filtrationThe catalyst was filtered off with suction
  2. concentrationthe filtrate was concentrated
  3. customMS (ESI): 197 (M+H+) was obtained in this way

Sources & evidence

ORD record
ord-bda458337eed4b13a9c26cc11d326941
Source dataset
uspto-grants-2013_11
Patent number
US08586609B2

Reaction notes

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