N-methyl-N-[(1S)-1-phenyl-2-(1-pyrrolidinyl)ethyl]amine; (1S)-N-methyl-1-phenyl-2-(1-pyrrolidinyl)-1-ethanamine -Drug Synthesis Database

【结构式】

【分子编号】26110

【品名】N-methyl-N-[(1S)-1-phenyl-2-(1-pyrrolidinyl)ethyl]amine; (1S)-N-methyl-1-phenyl-2-(1-pyrrolidinyl)-1-ethanamine

【CA登记号】

【分子式】C₁₃H₂₀N₂

【分子量】204.31528

【元素组成】C 76.42% H 9.87% N 13.71%

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)

N-(Methoxycarbonyl)-(S)-phenylglycine (I) was converted to amide (III) by coupling with pyrrolidine (II) by means of DCC and HOBT. Simultaneous reduction of both carbamoyl and amide functions of (III) using excess LiAlH4 in THF gave the chiral diamine (IV). Final acylation of (IV) with (3,4-dichlorophenyl)acetyl chloride (V) in CH2Cl2 yielded the target amide.

参考文献中间体

合成目标

【1】 Costello, G.F.; et al.; 2-(3, 4-Dichlorophenyl)-N-methyl-N-[2-(1-pyrrolidinyl)-1-substituted-ethyl]-acetamides: The use of conformational analysis in the development of a novel series of potent opioid kappa agonists. J Med Chem 1991, 34, 1, 181-9.

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)	26108	(2S)-2-[(methoxycarbonyl)amino]-2-phenylethanoic acid		C₁₀H₁₁NO₄	详情	详情
(II)	11376	Pyrrolidine	123-75-1	C₄H₉N	详情	详情
(III)	26109	methyl (1S)-2-oxo-1-phenyl-2-(1-pyrrolidinyl)ethylcarbamate		C₁₄H₁₈N₂O₃	详情	详情
(IV)	26110	N-methyl-N-[(1S)-1-phenyl-2-(1-pyrrolidinyl)ethyl]amine; (1S)-N-methyl-1-phenyl-2-(1-pyrrolidinyl)-1-ethanamine		C₁₃H₂₀N₂	详情	详情
(V)	26111	2-(3,4-dichlorophenyl)acetyl chloride		C₈H₅Cl₃O	详情	详情

Extended Information