As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO94,mainly used in chemical industry, its synthesis route is as follows.,103119-78-4
Methyl phthalazine-5-carboxylate. To a 140 mL pressure flask was added 5-bromophthalazine (3.5 g, 17 mmol), palladium (II) acetate (0.98 g, 4.4 mmol), triphenylphosphine (1.3 g, 5.0 mmol), potassium acetate (2.1 g, 21 mmol), MeOH (20 mL) and DMF (20 mL). The flask was sealed and purged with CO (3 x). The flask was charged with CO to 40 PSI and stirred at 100¡ãC 15 hours. The suspension was filtered through Celite, the cake was washed with MeOH, and the filtrate was concentrated. The residue was taken up in DCM and washed with saturated sodium bicarbonate (2 x), saturated sodium chloride (2 x) and water (2 x). The organic layer was dried over sodium sulfate, filtered and concentrated in vacuo. The residue was adsorbed on to a plug of silica gel and purified by chromatography through a Redi-Sep pre-packed silica gel column, eluting with a gradient of EtOAc in hexane to provide methyl phthalazine-5- carboxylate (1.0 g, 32 percent). LCMS (M+H) 189.2 calc. for C10H9N2O2 189.1, 1H NMR (400 MHz, CDCl3): delta ppm 4.05 (s, 3H) 8.06 (d, J=8.41 Hz, 1H) 8.51-8.56 (m, 1H) 8.71 (d, 1H) 9.64 (s, 2H).
With the complex challenges of chemical substances, we look forward to future research findings about 5-Bromophthalazine,belong phthalazine compound
Reference£º
Patent; AMGEN INC.; WO2009/11871; (2009); A2;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem