ICI-197067

Chemical Name: (-)-2-(3,4-Dichlorophenyl)-N-methyl-N-[2-methyl-1(S)-(pyrrolidin-1-ylmethyl)propyl]acetamide hydrochloride
CAS No. 115199-69-4, 136328-64-8 (free base)
项目整合开发状态: Preclinical
项目研究机构: AstraZeneca (Originator)
合成路线: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.

合成路线:N-tert-Butoxycarbonyl valine (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.