Synthetic Route of 933190-51-3,Some common heterocyclic compound, 933190-51-3, name is 8-Bromo-6-chloroimidazo[1,2-b]pyridazine, molecular formula is C6H3BrClN3, 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.
To a solution of 8-bromo-6-chloroimidazo[l,2-]pyridazine (340 mg, 1.463 mmol) (prepared as described by Vaccaro W. et al. United States Patent Appl. US 2008/0045536 Al, 2008) and N-(4-methoxybenzyl)aniline (312 mg, 1.46 mmol) in THF (5 mL) at 0 C was added LiHMDS (4.39 mL, 4.39 mmol, 1 M in THF). The reaction mixture was stirred at 0 C for 3 h. The starting material was still present. Additional LiHMDS (4.39 mL, 4.39 mmol, 1 M in THF) was added and the reaction was stirred at room temperature for 2 h. LCMS indicated complete consumption of the starting material. The reaction mixture was transferred to a separatory funnel containing saturated aqueous NaHC03 solution (25 mL) and the aqueous layer was extracted with EtOAc (3 x 25 mL). The combined organic layers were concentrated and the residue was purified by column chromatography on silica gel (10%? 30% ethyl acetate in hexanes) to afford 6-chloro-N-(4-methoxybenzyl)-N- phenylimidazo[l,2-£]pyridazin-8-amine (280 mg, 53%> yield) as a yellow solid: LRMS (ESI) mle 365.2 [(M + H)+, calcd for C2oHi8N4OCl 365.2].
The synthetic route of 933190-51-3 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; HARTZ, Richard A.; AHUJA, Vijay T.; RAJAMANI, Ramkumar; DZIERBA, Carolyn Diane; BRONSON, Joanne J.; MACOR, John E.; WO2015/26574; (2015); A1;,
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