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【结 构 式】

【分子编号】40346

【品名】2-[(2-aminobenzyl)(methyl)amino]-1-phenyl-1-ethanol

【CA登记号】

【 分 子 式 】C16H20N2O

【 分 子 量 】256.34768

【元素组成】C 74.97% H 7.86% N 10.93% O 6.24%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号:(III)

By condensation of 2-nitrobenzylmethylamine (I) with alpha-bromoacetophenone (A) in ethanol to give omega-[N-(2-nitrobenzyl)methylamino]acetophenone (II) (HCl salt, m.p. 165-7 C), which is then reduced first with H2 over Pd/C, or Ni-diatomaceous earth and afterwards with NaBH4 in CH2Cl2 to give N-(2-aminobenzyl)-1-phenyl-2-methylaminoethanol (III), m.p. 67-9 C. This product is finally cyclized with sulfuric acid.

1 Chatterjee, S.S.; Castañer, J.; Nomifensin. Drugs Fut 1976, 1, 2, 72.
2 Hoffmann, I.; Gustav, E.; Schmitt, K.; 8-Amino-4-phenyl-1,2,3,4-tetrahydroisoquinolines, a new group of anti-depressive psycholeptic drugs. Arzneim-Forsch Drug Res 1971, 21, 7, 1045.
3 Hoffmann, I.; Gustav, E.; Heinrich, O.; Schmitt, K. (Aventis Pharma AG); 4-Phenyl-8-amino tetrahydroisoquinolines. DE 1670694; DE 1670848; FR 1524487; FR 6496M; FR 6646M; GB 1164192; US 3577424 .
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(A) 10315 2-Bromo-1-phenyl-ethanone; 2-Bromo-1-phenyl-1-ethanone 70-11-1 C8H7BrO 详情 详情
(I) 15242 N-methyl(2-nitrophenyl)methanamine; N-methyl-N-(2-nitrobenzyl)amine C8H10N2O2 详情 详情
(II) 40345 2-[methyl(2-nitrobenzyl)amino]-1-phenyl-1-ethanone C16H16N2O3 详情 详情
(III) 40346 2-[(2-aminobenzyl)(methyl)amino]-1-phenyl-1-ethanol C16H20N2O 详情 详情
Extended Information