HCID 178517116, compound → 3-(Piperidin-4-yl)quinolin-2(1H)-one

HRID 74558Notes

Reaction equation

HRID 74558 reaction equation
C([N:8]1[CH2:13][CH:12]=[C:11]([C:14]2[C:15]([OH:24])=[N: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 178517116HCID 178517116, compound

Product 1

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

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

5.70 g (18.0 mmol) 3-(1-benzyl-1,2,3,6-tetrahydro-pyridin-4-yl)-quinolin-2-ol were placed in 200 mL methanol. 1.00 g palladium on charcoal (10%) were added and the reaction mixture was hydrogenated for 3 h at 50° C. under a hydrogen atmosphere. The catalyst was removed by suction filtering and the mother liquor was concentrated to dryness by rotary evaporation. The residue was triturated with diethyl ether and the undissolved solid was suction filtered and dried.

Workup

  1. customThe catalyst was removed by suction
  2. filtrationfiltering
  3. concentrationthe mother liquor was concentrated to dryness by rotary evaporation
  4. customThe residue was triturated with diethyl ether
  5. filtrationfiltered
  6. customdried

Sources & evidence

ORD record
ord-404abea930354c5aacb96cfa095cff8b
Source dataset
uspto-grants-2014_09
Patent number
US08829006B2

Reaction notes

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