title: The synthesis of low molecular weight pyrrolo[2,3-c]pyridine-7-one scaffold.
abstract: A facile method for the synthesis of substituted pyrrolo[2,3-c]pyridine-7-ones is developed that applies an acid-promoted intramolecular cyclization of 2-pyrrolecarboxylic acid amidoacetals as key step. The synthesis is easily scaled up to 1.5 mol quantity with no yield decrease. The alkylation/arylation reaction of the pyrrolo[2,3-c]pyridine-7-ones proceeds regioselectively giving N6-substituted derivatives.
authors.affiliation: National University of Pharmacy, Pushkinska Str. 53, Kharkiv 61002, Ukraine.
authors.forename: Maxim A
authors.initials: MA
authors.lastname: Nechayev
authors.forename: Nikolay Yu
authors.initials: NY
authors.lastname: Gorobets
authors.forename: Alexander V
authors.initials: AV
authors.lastname: Borisov
authors.forename: Sergiy M
authors.initials: SM
authors.lastname: Kovalenko
authors.forename: Andrey A
authors.initials: AA
authors.lastname: Tolmachev
mesh_terms: D000478:Alkylation; D003500:Cyclization; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D008970:Molecular Weight; D011392:Proline / Q000031:analogs & derivatives / Q000737:chemistry; D011725:Pyridines / Q000138:chemical synthesis*; D011728:Pyridones / Q000138:chemical synthesis* / Q000737:chemistry; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D011725:Pyridines; D011728:Pyridones; D011758:Pyrroles; C581036:pyrrolo(2,3-c)pyridine-7-one; C002986:2-pyrrolecarboxylic acid; D011392:Proline