3-[(4-METHYLPIPERAZIN-1-YL)METHYL]BENZONITRILE synthesis
- Product Name:3-[(4-METHYLPIPERAZIN-1-YL)METHYL]BENZONITRILE
- CAS Number:859850-90-1
- Molecular formula:C13H17N3
- Molecular Weight:215.29
Yield:859850-90-1 70%
Reaction Conditions:
Stage #1: 1-methyl-piperazine;3-Cyanobenzaldehydewith sodium tris(acetoxy)borohydride;acetic acid in dichloromethane at 20;
Stage #2: with sodium carbonate in dichloromethane;water;
Steps:
14.A
Preparation 14: 1-[3-(4-WlethyI-piperazin-1-ylmethyl)-phenyI]-ethanone; STEP A; A mixture of 3-formyl-benzonitrile (1.5 g, 11.45 mmol), N-methyl piperazine (1.49 g, 14.9 mmol) and NaBH(OAc)3 (3.63 g, 17.18 mmol) in DCM (75 ml) and CH3COOH (0.851 ml, 14.9 mmol) was stirred overnight at room temperature, then diluted with DCM and washed with 1 M Na2CO3. The organic phase was dried over Na2SO4 and evaporated in vacuo. The crude mixture was purified by column chromatography (eluent: DCM/MeOH/NH4OH 97:3:0.5) to give 1.7 g of 3-(4- methyl-piperazin-1-ylmethyl)-benzonitrile. Y= 70%
References:
WO2007/113249,2007,A2 Location in patent:Page/Page column 60-61
