Phenylmethyl 3′,6′-dihydro[2,4′-bipyridine]-1′(2′H)-carboxylate → 2-(Piperidin-4-yl)pyridine

HRID 490169Notes

Reaction equation

HRID 490169 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[CH2:8][CH2:9][N:10](C(OCC2C=CC=CC=2)=O)[CH2:11][CH:12]=1>[Pd]>[NH:10]1[CH2:9][CH2:8][CH:7]([C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=2)[CH2:12][CH2:11]1

Participants

3

Reactant 1

HCID 19029119Phenylmethyl 3′,6′-dihydro[2,4′-bipyridine]-1′(2′H)-carboxylate

Product 1

HCID 103747502-(Piperidin-4-yl)pyridineYield 88%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

The product from Example 36B was treated with 10% Pd/C (250 mg) at 60 psi and 50° C. for 40 hours to provide the title compound (150 mg, 88% yield). MS (DCI/NH3) m/e 163 (M+H)+.

Sources & evidence

ORD record
ord-acfb8778f735446faa6b5c74de95be20
Source dataset
uspto-grants-2009_05
Patent number
US07528134B2

Reaction notes

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