Reaction equation
C([N:8]1[CH2:13][CH2:12][N:11]([CH2:14][C:15]([NH:17][CH3:18])=[O:16])[CH2:10][CH2:9]1)C1C=CC=CC=1>[Pd].CCO>[CH3:18][NH:17][C:15](=[O:16])[CH2:14][N:11]1[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
10% Palladium on carbon (115 mg, 10% by wt.) was placed under an inert atmosphere and suspended in EtOH (5 mL). A solution of 2-(4-benzyl-piperazin-1-yl)-N-methyl-acetamide (1.15 g, 4.65 mmol) dissolved in EtOH (18 mL) was added. The reaction mixture was placed under H2 atmosphere (1 Atm pressure) and stirred overnight. The resulting mixture was filtered through a pad of Celite® and the solvent was concentrated in vacuo to give 723 mg (98.9%) of the title compound as a white solid. 1H-NMR (300 MHz, DMSO-d6) 7.61 (broad s, 1H), 2.80 (s, 2H), 2.68 (t, 4H), 2.59 (d, 3H), 2.31 to 2.26 (m, 4H); ES-MS m/z 158.0 [M+H]+, RT (min) 1.13.
Workup
- additionwas added
- filtrationThe resulting mixture was filtered through a pad of Celite®
- concentrationthe solvent was concentrated in vacuo
Sources & evidence
- ORD record
- ord-831faa8a6f864fac96be13c9251261ac
- Source dataset
- uspto-grants-2013_04
- Patent number
- US08431695B2
Linked notes
Loading…