932042-98-3

Basic information

• Product Name: 2-bromo-3-vinylpyridine
• Synonyms: 2-bromo-3-vinylpyridine;Pyridine, 2-bromo-3-ethenyl-
• CAS NO: 932042-98-3
• Molecular Formula: C₇H₆BrN
• Molecular Weight: 184.03324
• Mol File: 932042-98-3.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-bromo-3-vinylpyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-bromo-3-vinylpyridine(932042-98-3)
• EPA Substance Registry System: 2-bromo-3-vinylpyridine(932042-98-3)

Safety Data

• Hazardous Substances Data: 932042-98-3(Hazardous Substances Data)

Upstream product

• 128071-75-0 2-bromopyridine-3-carboxaldehyde 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 109-04-6 2-bromo-pyridine 
• 1036408-89-5 C₉H₈BrNO₄ 
• 3430-17-9 2-bromo-3-picoline 
• 35905-85-2 2-bromonicotinic acid 
• 131747-54-1 (2-bromopyrid-3-yl)methanol 
• 2065-66-9 methyl-triphenylphosphonium iodide 

Downstream Products

• 1190363-03-1 BMS-846372 
• 1361306-35-5 BMS-846370 
• 1190363-42-8 (E)-6-(2,3-difluorophenyl)-9-(triisopropylsilyloxy)-8,9-dihydro-7H-cyclohepta[b]pyridine 
• 1190363-33-7 (E)-6-(2,3-difluorophenyl)-8,9-dihydro-7H-cyclohepta[b]pyridin-9-ol 
• 1190363-24-6 6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-6-ol 

Relevant articles and documents

Intramolecular Crossed [2+2] Photocycloaddition through Visible Light-Induced Energy Transfer

Herein, we present the intramolecular [2+2] cycloadditions of dienones promoted through sensitization, using a polypyridyl iridium(III) catalyst, to form bridged cyclobutanes. In contrast to previous examples of straight [2+2] cycloadditions, these efficient crossed additions were achieved under irradiation with visible light. The reactions delivered desired bridged benzobicycloheptanone products with excellent regioselectivity in high yields (up to 96%). This process is superior to previous syntheses of benzobicyclo[3.1.1]heptanones, which are readily converted to B-norbenzomorphan analogues of biological significance. Electrochemical, computational, and spectroscopic studies substantiated the mechanism of triplet energy transfer and explained the unusual regiocontrol.

Discovery of BMS-846372, a potent and orally active human CGRP receptor antagonist for the treatment of migraine

Calcitonin gene-related peptide (CGRP) receptor antagonists have been clinically shown to be effective in the treatment of migraine, but identification of potent and orally bioavailable compounds has been challenging. Herein, we describe the conceptualization, synthesis, and preclinical characterization of a potent, orally active CGRP receptor antagonist 5 (BMS-846372). Compound 5 has good oral bioavailability in rat, dog, and cynomolgus monkeys and overall attractive preclinical properties including strong (>50% inhibition) exposure-dependent in vivo efficacy in a marmoset migraine model.

Conjugate addition of 2- and 4-pyridylcuprates: An expeditious asymmetric synthesis of natural (-)-evoninic acid

(Chemical Equation Presented) The scope and limitations of the conjugate addition of 2- and the first 4-pyridyl Gilman homocuprates to various α,β-unsaturated Michael acceptors are delineated. The conjugate addition of the cuprate of 2-bromo-3-methylpyridine to (E)-methyl crotonate then diastereoselective enolate alkylation and lipase-mediated enantioselective ester hydrolysis have enabled an efficient four-step first asymmetric synthesis of the Celastraceae sesquiterpenoid esterifying ligand (-)-(1′S,2′S) -evoninic acid.