3-(1-Benzyl-1,2,3,6-tetrahydropyridin-4-yl)quinolin-2(1H)-one → 3-(Piperidin-4-yl)quinolin-2(1H)-one

HRID 1172318Notes

Reaction equation

HRID 1172318 reaction equation
C([N:8]1[CH2:13][CH:12]=[C:11]([C:14]2[C:15](=[O:24])[NH:16][C:17]3[C:22]([CH:23]=2)=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH2:10][CH2:9]1)C1C=CC=CC=1>CO.[Pd]>[NH:8]1[CH2:9][CH2:10][CH:11]([C:14]2[C:15](=[O:24])[NH:16][C:17]3[C:22]([CH:23]=2)=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH2:12][CH2:13]1

Participants

4

Reactant 1

HCID 184442473-(1-Benzyl-1,2,3,6-tetrahydropyridin-4-yl)quinolin-2(1H)-one

Product 1

HCID 183210463-(Piperidin-4-yl)quinolin-2(1H)-one

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 3-(1-Benzyl-1,2,3,6-tetrahydropyridin-4-yl)quinolin-2(1H)-one (0.25 g. 0.29 mmol) and 10% Pd/C (130 mg) in MeOH (20 ml) was stirred at 40° C. for 6 hours. The catalysis was filtered and solvent evaporated affording the desired product. LC/MS (10% to 99%): M/Z (M+H)+ (obs)=229; tR=1.27.

Workup

  1. filtrationThe catalysis was filtered
  2. customsolvent evaporated

Sources & evidence

ORD record
ord-c60f948a6f574ef7b07b5e4746f6f4be
Source dataset
uspto-grants-2010_11
Patent number
US07834000B2

Reaction notes

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