97483-77-7, Adding some certain compound to certain chemical reactions, such as: 97483-77-7, name is 5-Bromopicolinonitrile,molecular formula is C6H3BrN2, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 97483-77-7.
PREPARATION 108[1-(5-Bromo-pyridin-2-yl)-ethyl]-carbamic acid tert-butyl esterTo a stirred solution of 5-bromo-pyridine-2-carbonitrile (1 g, 5.46 mmol) in dry THF (10 mL) was added dropwise MeMgBr (2.03 mL, 6.09 mmol,3M in THF) at -20 C under N2 atmosphere. After the addition, the reaction mixture was stirred at room temperature for 30 mins. The suspension was then treated with methanol (20 mL) and NaBH (0.4 g, 13.3 mmol). The reaction was stirred at room temperature for 10 hrs and then poured into H20 (10 mL) and aqueous NaOH (2M, 10 mL), extracted with EtOAc (50 mL chi 2). The combined organic layers were washed with brine (50 mL chi 3), dried over Na2S0 and concentrated in vacuum. The residue was purified by a silica gel columnchromatography (petroleum: EtOAc 3:1 ) to give 1-(5-bromo-pyridin-2-yl)-ethylamine (0.65 g, 59%) as a yellow liquid. To a solution of 1-(5-bromo-pyridin-2-yl)-ethylamine (500 mg, 2.48 mmol) and E_3N (300 mg, 2.98 mmol) in DCM (10 ml_) was added Boc20 (650 mg, 2.98 mmol) at room temperature. After the addition, the reaction mixture was stirred at room temperature for 5 hrs. TLC (petroleum ether: EtOAc 5:1 ) indicated the reaction was completed. Then the mixture was poured into brine (10 ml_) and extracted with with DCM (50 ml_ 3), washed with brine (10 ml_ chi 3), dried over Na2SO4, concentrated in vacuum to give the residue, which was purified by Biotage (petroleum ether/EtOAc 3:1 , Rf~ 0.6) to give the title compound (450 mg, 60%) as a yellow solid.
Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 97483-77-7.
Reference:
Patent; PFIZER INC.; BUNNAGE, Mark, Edward; COOK, Andrew, Simon; CUI, Jingrong, Jean; DACK, Kevin, Neil; DEAL, Judith, Gail; GU, Danlin; HE, Mingying; JOHNSON, Patrick, Stephen; JOHNSON, Ted, William; LE, Phuong, Thi, Quy; PALMER, Cynthia, Louise; SHEN, Hong; WO2011/138751; (2011); A2;,
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