• English
  • 简体中文
Login Register
Current Location: Home > Feedback Help Print

【结 构 式】

【分子编号】24102

【品名】N-(2,6-dimethylphenyl)-2-(1-piperazinyl)acetamide

【CA登记号】

【 分 子 式 】C14H21N3O

【 分 子 量 】247.34036

【元素组成】C 67.98% H 8.56% N 16.99% O 6.47%

与该中间体有关的原料药合成路线共 4 条

合成路线1

该中间体在本合成路线中的序号:(V)

1) The acylation of 2,6-dimethylaniline (II) with chloroacetyl chloride by means of triethylamine in dichloromethane gives N-(2,6-dimethylphenyl) chloroacetamide (III), which is condensed with piperidine (IV) in refluxing ethanol to yield N-(2,6-dimethylphenyl)-2-piperazinoacetamide IV). Finally, this compound is condensed with 3-(2-methoxyphenoxy)-12-epoxypropane (VI) in refluxing methanol toluene.

1 Ainsworth, A.T.; Smith, D.G. (SmithKline Beecham plc); Ethanamine derivs., their preparation and use in pharmaceutical compsns. EP 0023385 .
2 Prous, J.; Castaner, J.; RANOLAZINE < Rec INN; USAN >. Drugs Fut 1988, 13, 9, 837.
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) 11296 2-Chloroacetyl chloride; Chloroacetic chloride 79-04-9 C2H2Cl2O 详情 详情
(II) 17527 2,6-Xylidine; 2,6-Dimethylaniline; 2,6-Dimethylphenylamine 87-62-7 C8H11N 详情 详情
(III) 24100 2-chloro-N-(2,6-dimethylphenyl)acetamide 2198-53-0 C10H12ClNO 详情 详情
(IV) 10355 Diethylenediamine; Piperazine 110-85-0 C4H10N2 详情 详情
(V) 24102 N-(2,6-dimethylphenyl)-2-(1-piperazinyl)acetamide C14H21N3O 详情 详情
(VI) 24103 2-[(2-methoxyphenoxy)methyl]oxirane C10H12O3 详情 详情

合成路线2

该中间体在本合成路线中的序号:(VIII)

 

1 Moen AR, Karstad R.Antfiansen T. 2005. Chemo-enzymatic synthesis of both enantiomers of the anti-anginal drug ranolazine. Biocat Biotransfonn, 23: 45~51
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) 10146 Epichlorohydrin; 2-(Chloromethyl)oxirane 106-89-8 C3H5ClO 详情 详情
(II) 13182 Guaiacol; 2-Methoxyphenol 90-05-1 C7H8O2 详情 详情
(III) 24103 2-[(2-methoxyphenoxy)methyl]oxirane C10H12O3 详情 详情
(IV) 66620 1-chloro-3-(2-methoxyphenoxy)propan-2-ol   C10H13ClO3 详情 详情
(V) 66621 1-chloro-3-(2-methoxyphenoxy)propan-2-yl butyrate   C14H19ClO4 详情 详情
(VI) 66622 (R)-1-chloro-3-(2-methoxyphenoxy)propan-2-yl butyrate   C14H19ClO4 详情 详情
(VII) 66623 (R)-1-chloro-3-(2-methoxyphenoxy)propan-2-ol   C10H13ClO3 详情 详情
(VIII) 24102 N-(2,6-dimethylphenyl)-2-(1-piperazinyl)acetamide C14H21N3O 详情 详情

合成路线3

该中间体在本合成路线中的序号:(VI)

 

1 Li SC, Huang HQ, Li ZJ. 2003. Synthesis of a novel antianginal agent Ranolazine. 中国药物化学杂志,13: 283~285
2 Lu WC, Li YQ, Zhao XG, et aL. 2004. Synthesis of ranolazine中国医药工业杂志,35: 641~642
3 Wang LS, Feng XY, Zhu HY. 2003. Synthesis of anti-angina drug ranolazine. 广西大学学报,自然科学版,28: 301~303
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) 13182 Guaiacol; 2-Methoxyphenol 90-05-1 C7H8O2 详情 详情
(II) 10146 Epichlorohydrin; 2-(Chloromethyl)oxirane 106-89-8 C3H5ClO 详情 详情
(III) 24103 2-[(2-methoxyphenoxy)methyl]oxirane C10H12O3 详情 详情
(IV) 17527 2,6-Xylidine; 2,6-Dimethylaniline; 2,6-Dimethylphenylamine 87-62-7 C8H11N 详情 详情
(V) 24100 2-chloro-N-(2,6-dimethylphenyl)acetamide 2198-53-0 C10H12ClNO 详情 详情
(VI) 24102 N-(2,6-dimethylphenyl)-2-(1-piperazinyl)acetamide C14H21N3O 详情 详情

合成路线4

该中间体在本合成路线中的序号:(III)

 

1 Yan J.2007. Synthesis of ranolazine.中国专利申请公开说明书.CN 1915982
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) 17527 2,6-Xylidine; 2,6-Dimethylaniline; 2,6-Dimethylphenylamine 87-62-7 C8H11N 详情 详情
(II) 24100 2-chloro-N-(2,6-dimethylphenyl)acetamide 2198-53-0 C10H12ClNO 详情 详情
(III) 24102 N-(2,6-dimethylphenyl)-2-(1-piperazinyl)acetamide C14H21N3O 详情 详情
(IV) 10146 Epichlorohydrin; 2-(Chloromethyl)oxirane 106-89-8 C3H5ClO 详情 详情
(V) 13182 Guaiacol; 2-Methoxyphenol 90-05-1 C7H8O2 详情 详情
(VI) 24103 2-[(2-methoxyphenoxy)methyl]oxirane C10H12O3 详情 详情
Extended Information