Reference of 178876-83-0 , The common heterocyclic compound, 178876-83-0, name is Methyl 6-amino-3-bromopicolinate, molecular formula is C7H7BrN2O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.
A mixture of methyl 6-amino-5-bromopyridine-2-carboxylate (19. 8 g) (T. R. Kelly and F. Lang, J ; Org. Chem. 61, 1996,4623-4633) and 1-chloromethyl-4-fluoro-1, 4- diazoniabicyclo [2.2. 2] octane bis (tetrafluoroborate) (34.3 g) in acetonitrile (340 ml) under argon was heated to 40C for 1 hour, 60C for 1 hour and then 80C overnight. After partitioning between EtOAc and water (500ml each) the aqueous fraction was re- extracted with EtOAc (300 ml) and the combined organic solution dried with MgS04 and evaporated. Chromatography (20% then 30% EtOAc in hexane) separated various byproducts from the required ester (2.09 g). MS (+ve ion electrospray) m/z 249 and 251 (MH+, 100%)
The synthetic route of 178876-83-0 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; SMITHKLINE BEECHAM P.L.C.; WO2003/87098; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem