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【结 构 式】

【分子编号】33321

【品名】N-methyl-N-[(1R)-1-methyl-2-phenylethyl]amine; (2R)-N-methyl-1-phenyl-2-propanamine

【CA登记号】537-46-2

【 分 子 式 】C10H15N

【 分 子 量 】149.23584

【元素组成】C 80.48% H 10.13% N 9.39%

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:(I)

Compound can be prepared in several related ways: 1) The condensation of N-(1-phenylisopropyl)methylamine (I) with 1,2-dibromopropene (A) by heating at 100 C gives N-(1-phenylisopropyl)-N-methyl-2-bromopropenylamine (II), which is then dehydrobrominated and isomerized by treating with KOH in refluxing ethanol water. 2) By heating a mixture of (I) and propargyl bromide (B) at 100 C. 3) By reductocondensation of (I) with propargyl aldehyde (C) by means of amalgamated Al in ethanol. 4) By condensation of (I) with formaldehyde and acetylene by means of CuCl in hot dioxane. 5) By condensation of 1-phenylisopropyl chloride (III) with N-methylpropargylamine (IV) by heating at 80 C in a sealed tube.

1 Ecsery, Z.; et al.; AT 252901 .
2 Ecsery, Z.; et al.; AT 251560 .
3 Ecsery, Z.; et al.; Verfahren zur Herstellung von Phenylisopropylaminen. DE 1568277; NL 6605956 .
4 Ecsery, Z.; et al.; Verfahren zur Herstellung von Phenylisopropylaminen. CH 530953; DE 1227447 .
5 Roberts, P.J.; Castaner, J.; Selegiline. Drugs Fut 1979, 4, 2, 128.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
23634 acetylene 74-86-2 C2H2 详情 详情
(B) 11176 3-Bromopropyne; 3-Bromo-1-propyne 106-96-7 C3H3Br 详情 详情
(A) 33322 (E)-1,2-dibromo-1-propene 26391-16-2 C3H4Br2 详情 详情
(I) 33321 N-methyl-N-[(1R)-1-methyl-2-phenylethyl]amine; (2R)-N-methyl-1-phenyl-2-propanamine 537-46-2 C10H15N 详情 详情
(II) 33323 N-[(E)-3-bromo-2-butenyl]-N-methyl-N-[(1R)-1-methyl-2-phenylethyl]amine; (E)-3-bromo-N-methyl-N-[(1R)-1-methyl-2-phenylethyl]-2-buten-1-amine C14H20BrN 详情 详情
(III) 33324 1-[(2R)-2-chloropropyl]benzene C9H11Cl 详情 详情
(IV) 33325 N-methyl-2-propyn-1-amine; N-methyl-N-(2-propynyl)amine C4H7N 详情 详情
(C) 23544 propiolaldehyde C3H2O 详情 详情
Extended Information