NGD-98-1

Chemical Name: N-[2-(Dimethylamino)ethyl]-N-isobutyl-N-[2-methyl-9-(2,4,6-trimethylphenyl)-9H-pyrido[2,3-b]indol-4-yl]amine
CAS No. 245733-79-3
项目整合开发状态: Preclinical
项目研究机构: Neurogen (Originator)
合成路线:The condensation of 2,4,6-trimethylaniline (I) with adipoin (II) in hot toluene,followed by reaction of the resulting intermediate (III) with malononitrile (IV),gave rise to the tetrahydroindole (V).Subsequent condensation of amino nitrile (V) with 2-methoxypropene (VI) produced the tetrahydropyrido[2,3-b]indole system (VII),which was dehydrogenated to (VIII) by means of Pd/C in boiling decalin.Acylation of (VIII) with isobutyryl chloride (IX) afforded amide (X),which was reduced to amine (XI) employing borane-dimethyl sulfide complex.Further acylation with chloroacetyl chloride (XII),and then reduction of the resulting chloroacetamide (XIII) with borane-dimethyl sulfide,provided the chloroethyl amine (XIV).This was finally treated with dimethylamine in hot N-methylpyrrolidinone in a steel bomb to furnish the desired dimethylamino compound.