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【结 构 式】 
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【分子编号】28775 【品名】p-Chloro benzhydryl piperazine; 1-[(4-Chlorophenyl)(phenyl)methyl]piperazine; N-(Chloro-1-benzhydryl)piperazine; 1-(4-Chlorobenzhydryl)piperazine 【CA登记号】303-26-4 |
【 分 子 式 】C17H19ClN2 【 分 子 量 】286.80404 【元素组成】C 71.19% H 6.68% Cl 12.36% N 9.77% |
合成路线1
该中间体在本合成路线中的序号：(I)The condensation of 1-(4-chlorodiphenylmethyl)piperazine (I) with methyl 2-(2-chloroethoxy)acetate (II) by means of Na2CO3 in refluxing xylene gives methyl 2-[2-[4-(4-chlorodiphenylmethyl)-1-piperazinyl]ethoxy]acetate (III), which is then hydrolyzed with KOH tn reftuxing ethanol.
| 【1】 Baltes, E.; De Lannoy, J.; Rodriguez, L. (UCB SA); Novel 2-[4-(diphenylmethyl)-1-piperazinyl]acetic acids and their amides, process for their preparation and pharmaceutical compsns. Containing them. EP 0058146; US 4525358 . |
| 【2】 Castaner, J.; Serradell, M.N.; Castaner, R.M.; Cetirizine Hydrochloride. Drugs Fut 1987, 12, 7, 624. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 28775 | p-Chloro benzhydryl piperazine; 1-[(4-Chlorophenyl)(phenyl)methyl]piperazine; N-(Chloro-1-benzhydryl)piperazine; 1-(4-Chlorobenzhydryl)piperazine | 303-26-4 | C17H19ClN2 | 详情 | 详情 |
| (II) | 16841 | methyl 2-(2-chloroethoxy)acetate | C5H9ClO3 | 详情 | 详情 | |
| (III) | 28776 | methyl 2-(2-[4-[(4-chlorophenyl)(phenyl)methyl]-1-piperazinyl]ethoxy)acetate | C22H27ClN2O3 | 详情 | 详情 |
合成路线2
该中间体在本合成路线中的序号：(I)The resolution of racemic 1-[(4-chlorophenyl)phenylmethyl]piperazine (I) with L-tartaric acid provided the required (R)-enantiomer (II), which was condensed with (2-chloroethoxy)acetonitrile (III) in the presence of Na2CO3 and KI in refluxing n-butanol to give the alkylated piperazine (IV). The nitrile group of (IV) was finally hydrolyzed by means of concentrated hydrochloric acid to yield the target carboxylic acid.
| 【1】 Cossement, E.; Motte, G.; Gobert, J.; Bodson, G. (UCB SA); Process for preparation of a 1-piperazine-ethoxyacetic acid. GB 2225321 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 28775 | p-Chloro benzhydryl piperazine; 1-[(4-Chlorophenyl)(phenyl)methyl]piperazine; N-(Chloro-1-benzhydryl)piperazine; 1-(4-Chlorobenzhydryl)piperazine | 303-26-4 | C17H19ClN2 | 详情 | 详情 |
| (II) | 30404 | 1-[(R)-(4-chlorophenyl)(phenyl)methyl]piperazine | C17H19ClN2 | 详情 | 详情 | |
| (III) | 30405 | 2-(2-chloroethoxy)acetonitrile | C4H6ClNO | 详情 | 详情 | |
| (IV) | 30406 | 2-(2-[4-[(R)-(4-chlorophenyl)(phenyl)methyl]-1-piperazinyl]ethoxy)acetonitrile | C21H24ClN3O | 详情 | 详情 |