Reaction equation
[CH:1]12[C:9](=[O:10])[NH:8][C:7](=[O:11])[CH:2]1[CH2:3][CH2:4][CH2:5][CH2:6]2.[H-].[Na+].[N:14]1[CH:19]=[CH:18][CH:17]=[N:16][C:15]=1[N:20]1[CH2:25][CH2:24][N:23]([CH2:26][CH2:27][CH2:28][Cl:29])[CH2:22][CH2:21]1.Cl>CN(C)C=O>[ClH:29].[N:14]1[CH:19]=[CH:18][CH:17]=[N:16][C:15]=1[N:20]1[CH2:25][CH2:24][N:23]([CH2:26][CH2:27][CH2:28][N:8]2[C:7](=[O:11])[CH:2]3[CH2:3][CH2:4][CH2:5][CH2:6][CH:1]3[C:9]2=[O:10])[CH2:22][CH2:21]1Participants
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of cyclohexane-1,2-dicarboximide (6.50 g) in anhydrous dimethylformamide (65 ml), a 60% mineral oil suspension of sodium hydride (1.60 g) was added at room temperature while stirring, and the resultant mixture was continuously stirred for 30 minutes. A solution of 3-[4-(2-pyrimidinyl)piperazinyl]propyl chloride (11.30 g) in anhydrous dimethylformamide (30 ml) was dropwise added thereto, and the resultant mixture was stirred at room temperature for 4.5 hours. The solvent was removed under reduced pressure, and the residue was purified by chromatography to give an oily substance, which was then treated with hydrogen chloride to give N-[3-{4-(2-pyrimidinyl)-1-piperazinyl}propyl]cyclohexane-1,2-dicarboximide hydrochloride. M.P., 180°-182° C.
Workup
- additionwas added at room temperature
- customThe solvent was removed under reduced pressure
- customthe residue was purified by chromatography
- customto give an oily substance, which
Sources & evidence
- ORD record
- ord-d75e795ddd8d49fda0c2f73f7e743ab5
- Source dataset
- uspto-grants-1986_07
- Patent number
- US04598078
Linked notes
Loading…