N-Acetyl-4-piperidone → HCID 67166149, compound

HRID 552332Notes

Reaction equation

HRID 552332 reaction equation
[C:1]([N:4]1[CH2:9][CH2:8][C:7](=O)[CH2:6][CH2:5]1)(=[O:3])[CH3:2].[NH2:11][C@H:12]([C:20]([NH2:22])=[O:21])[CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>CCO>[C:1]([N:4]1[CH2:9][CH2:8][C:7]2([NH:22][C:20](=[O:21])[C@H:12]([CH2:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[NH:11]2)[CH2:6][CH2:5]1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 122563N-Acetyl-4-piperidoneHCID 445694Phenylalanine amide

Product 1

HCID 67166149HCID 67166149, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 1-acetylpiperidin-4-one (1.5 g, 10.8 mmol) and (S)-phenylalaninamide (1.8 g, 10.8 mmol) in EtOH (30 ml) was heated under reflux for 2.5 h and stirred at RT for a further 16 h. After removal of the solvent and drying in vacuo, the product 8-acetyl-3-(S)-benzyl-1,4,8-triazaspiro[4,5]decan-2-one was obtained in a yield of 3.0 g (99%).

Workup

  1. temperatureunder reflux for 2.5 h
  2. customAfter removal of the solvent
  3. customdrying in vacuo

Sources & evidence

ORD record
ord-2ce22ae7f218483591108f61aee9ac49
Source dataset
uspto-grants-2011_05
Patent number
US07951815B2

Reaction notes

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