Solid-phase synthesis of N-alkyl amides

US5861532A · kind A · utility

Assignee

• Chiron Corporation · US

Inventors

• Edward G. Brown · Malibu, US
• John M. Nuss · Danville, US

Key dates

• Filing date: Mar 4, 1997
• Grant date: Jan 19, 1999
• Expiry date: Mar 4, 2017

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C40B40/00
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Methods for solid phase synthesis of N-alkyl amides comprise reductive amination of carbonyl compounds using a reducing agent and an amine-containing linker bound to a solid support. The methods afford high yields of linker-bound, monoalkylated amines, and subsequent coupling with acid derivatives provide derivatized N-substituted amides in excellent yields after cleavage from the solid-phase. Compositions useful in solid phase synthesis are also described.