2-[[2-(3-methoxyphenyl)-1-methylethyl]amino]-1-ethanol -Drug Synthesis Database

【结构式】

【分子编号】29665

【品名】2-[[2-(3-methoxyphenyl)-1-methylethyl]amino]-1-ethanol

【CA登记号】

【分子式】C₁₂H₁₉NO₂

【分子量】209.2884

【元素组成】C 68.87% H 9.15% N 6.69% O 15.29%

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：(IV)

The reaction of ethanolimine (I) with m-methoxyphenylacetone (II) gives the corresponding Schiff base (III), which is reduced with H2 over Pd/C to the corresponding secondary amine (IV). Methylation of (IV) with HCHO-HCOOH yields 1-(m-methoxyphenyl)-2-(N-(2-hydroxyethyl)-N-methylaminoipropane (V), which is treated with SOCl2 to afford the 2-chloroethyl derivative (VI). Finally, this compound is condensed with benzhydrol (VII) by means of NaNH2 in refluxing benzene, and treated with HCl.

参考文献中间体

合成目标

【1】 Lindner, E.; Ehrhart, G.; Ott, H. (Aventis Pharma AG); m-Methoxy-alpha-methyl-phenethyl-amino-diphenylmethyl ethers. US 3565955 .
【2】 Mannhold, R.; HOE-263. Drugs Fut 1985, 10, 6, 458.

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)	10259	Ethanol amine;Ethanolamine;2-Aminoethanol; 2-Amino-1-ethanol；2-Aminoethyl alcohol	141-43-5	C₂H₇NO	详情	详情
(II)	29663	1-(3-methoxyphenyl)acetone	3027-13-2	C₁₀H₁₂O₂	详情	详情
(III)	29664	2-[[(E)-2-(3-methoxyphenyl)-1-methylethylidene]amino]-1-ethanol		C₁₂H₁₇NO₂	详情	详情
(IV)	29665	2-[[2-(3-methoxyphenyl)-1-methylethyl]amino]-1-ethanol		C₁₂H₁₉NO₂	详情	详情
(V)	29666	2-[[2-(3-methoxyphenyl)-1-methylethyl](methyl)amino]-1-ethanol		C₁₃H₂₁NO₂	详情	详情
(VI)	29667	N-(2-chloroethyl)-N-[2-(3-methoxyphenyl)-1-methylethyl]-N-methylamine; N-(2-chloroethyl)-1-(3-methoxyphenyl)-N-methyl-2-propanamine		C₁₃H₂₀ClNO	详情	详情
(VII)	11845	Diphenylmethanol; Benzhydrol	91-01-0	C₁₃H₁₂O	详情	详情

Extended Information