Reference of 145325-40-2 ,Some common heterocyclic compound, 145325-40-2, molecular formula is C9H6BrNO2S, 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.
4-Methylene-piperidine-1-carboxylic acid benzyl ester (250 mg, 1.08 mmol) is dissolved in a 0.5 M solution of 9-Bora-bicyclo[3.3.1]nonane in THF (2.16 ml, 1.08 mmol) and heated at 67C for 1.5 hour. The mixture was cooled and Pd C12 dppf (40.8 mg, 0.05 mmol), Cs2CO3 (0.98 g, 3.00 mmol) and a solution 4-Bromo-thieno[2,3-c]pyridine-2- carboxylic acid methyl ester (272 mg, 1.00 mmol) in p=Dioxane (3.0 ml) were added. The mixture was de-gassed and heated at 90C for 3 hours. The mixture was cooled and filtered through silica gel, chasing with EtOAc. The organic layer was concentrated and the residue was further purified by flash chromatography on silica gel using 4 : 1/ CH2CL2 : EtOAc , then 1 : 1/ CH2CL2 : EtOAc as eluant. Product fractions were combined and concentrated to yield 128 mg (30%) of 4-(1-Benzyloxycarbonyl piperidin-4-ylmethyl)-thieno@2,3-cJpyridine- 2-carboxylic acid methyl ester as a yellow solid; RP-HPLC (Table 1, Method M), Rt 2.40 min; m/z: (M + H) + 425.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,145325-40-2, its application will become more common.
Reference:
Patent; ABBOTT LABORATORIES; WO2005/110410; (2005); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem