title: A novel one-step synthesis of 2-substituted 6-azaindoles from 3-amino-4-picoline and carboxylic esters.
abstract: Dilithiation of 3-amino-4-picoline (1) was achieved with sec-BuLi at room temperature. Condensation of the resulting dianion (2) with carboxylic esters afforded a wide range of 2-substituted 6-azaindoles in good yields.
authors.affiliation: Department of Chemical Development, Boehringer Ingelheim Pharmaceuticals, Inc., 900 Old Ridgebury Road, P.O. Box 368, Ridgefield, Connecticut 06877-0368, USA. jsong@rdg.boehringer-ingelheim.com
authors.forename: Jinhua J
authors.initials: JJ
authors.lastname: Song
authors.forename: Zhulin
authors.initials: Z
authors.lastname: Tan
authors.forename: Fabrice
authors.initials: F
authors.lastname: Gallou
authors.forename: Jinghua
authors.initials: J
authors.lastname: Xu
authors.forename: Nathan K
authors.initials: NK
authors.lastname: Yee
authors.forename: Chris H
authors.initials: CH
authors.lastname: Senanayake
mesh_terms: D001372:Aza Compounds / Q000737:chemistry*; D002264:Carboxylic Acids / Q000737:chemistry*; D002851:Chromatography, High Pressure Liquid; D004952:Esters / Q000737:chemistry*; D007211:Indoles / Q000737:chemistry*; D015394:Molecular Structure; D010847:Picolines / Q000737:chemistry*
chemical_list: C504761:3-amino-4-picoline; C504762:6-azaindole; D001372:Aza Compounds; D002264:Carboxylic Acids; D004952:Esters; D007211:Indoles; D010847:Picolines