title: Synthesis of a TRPV1 receptor antagonist.
abstract: A five-step synthesis of a TRPV1 receptor antagonist 1 is described. The key step involves a novel palladium-catalyzed amidation reaction of 4-chloro-1-methylindazole 8 with the benzyl urea 9 to form the unsymmetrically substituted urea 1.
authors.affiliation: Abbott Laboratories, GPRD Process Research and Development, Dept. R450, Bldg. R8, 1401 Sheridan Road, North Chicago, Illinois 60064, USA. su.yu@abbott.com
authors.forename: Su
authors.initials: S
authors.lastname: Yu
authors.forename: Anthony
authors.initials: A
authors.lastname: Haight
authors.forename: Brian
authors.initials: B
authors.lastname: Kotecki
authors.forename: Lei
authors.initials: L
authors.lastname: Wang
authors.forename: Kirill
authors.initials: K
authors.lastname: Lukin
authors.forename: David R
authors.initials: DR
authors.lastname: Hill
mesh_terms: D000577:Amides / Q000737:chemistry; D000700:Analgesics / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D001593:Benzyl Compounds / Q000737:chemistry; D002384:Catalysis; D007191:Indazoles / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D010165:Palladium / Q000737:chemistry*; D050916:TRPV Cation Channels / Q000037:antagonists & inhibitors*; D014508:Urea / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology
chemical_list: D000577:Amides; D000700:Analgesics; D001593:Benzyl Compounds; D007191:Indazoles; D050916:TRPV Cation Channels; C494484:TRPV1 receptor; D010165:Palladium; D014508:Urea