Synthetic Route of 848500-12-9 ,Some common heterocyclic compound, 848500-12-9, molecular formula is C15H22BrN3O2, 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.
Step 6: tert-butyl 1-(6-(2-(benzyloxy)-1 , 1,3,3-tetramethyl-2,3-dihydro- 1H-inden-5- yl)pyridin-2-yl)piperidin-4-ylcarbamate:Nitrogen was bubbled through a solution of 2-(2-(benzyloxy)-1 ,1 ,3,3-tetramethyl-2,3- dihydro-1 H-inden-5-yl)-4,4,5,5-tetramethyl-1 ,3,2-dioxaborolane (0.148 g, 0.365 mmol) , tert-butyl 1 -(6-bromopyridin-2-yl)piperidin-4-ylcarbamate (0.100 g, 0.281 mmol)PdCI2(dppf) CH2CI2 (0.018 g, 0.022 mmol) and 2N aqueous sodium carbonate (0.291 mL, 0.561 mmol) in dioxane (1 .2 ml) for 10 min and subsequently heated at 90 °C for 15h. After cooling to room temperature, the reaction mixture was diluted with DCM/water and filtered through a phase separator cartridge. The filtrate was concentrated in vacuo and the residue purified by flash chromatography using a Biotage SP4 instrument to afford the title compound (0.039 g, 25percent).LCMS (Method F): RT = 2.06 min, M+H+ = 350; 1H NMR (500 MHz, CDCI3): 7.84 (d, 1 H), 7.70 (s, 1 H), 7.50 (t, 1 H), 7.40 (2, 2H), 7.38 (d, 2H), 7.30 (t, 1 H), 7.19 (d, 1 H), 7.05 (d, 1 H), 6.58 (d, 1 H), 4.80 (s, 2H), 4.49 (brs, 1 H), 4.31 (m, 2H), 3.71 (m, 2H), 3.02 (m, 2H), 2.02 (m, 2H), 1 .70 (m, 1 H), 1 .45 (s, 9H), 1 .39 (s, 3H), 1 .29 (s, 3H), 1 .27 (s, 3H).
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 848500-12-9, tert-Butyl (1-(6-bromopyridin-2-yl)piperidin-4-yl)carbamate, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; ALMAC DISCOVERY LIMITED; HARRISON, Timothy; BURKAMP, Frank; JORDAN, Linda; BELL, Mark; JANSSEN, Dominic; MIEL, Hugues; MCFARLAND, Mary; WO2012/69852; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem