Continuously updated synthesis method about 6-Bromoimidazo[1,2-b]pyridazine

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 1159977-65-7, name is 6-Bromoimidazo[1,2-b]pyridazine, A new synthetic method of this compound is introduced below., Formula: C6H4BrN3

To degassed dioxane (10ml_) were added sequentially 2-aminopyrazine (1) (54mg, 0.57mmol), 6-bromoimidazo[1 ,2-b]pyridazine (2) (136mg, 0.69mmol), Pd2(dba)3 (26mg, 0.03mmol), XantPhos (33mg, 0.06mmol) and Cs2C03 (371 mg, 1.1 mmol) with continued degassing. The reaction mixture was heated up to 90C for 2h. Once cooled down to rt, it was poured into a brine solution (50%, 20ml_) and extracted with EtOAc (3 x 20ml_). The combined organic extracts were dried over MgS04, filtered and concentrated in vacuo. Purification by silica gel column chromatography with EtOAc/MeOH (1 :0-0: 1 ) afforded a residue. It was re- dissolved in CH2CI2/MeOH (4:1 , 20ml_) and swirled with MP-TMT resin (250mg, 1.3mmol/g) at rt overnight. The solution was filtered, the resin washed with CH2CI2/MeOH (4:1 , 50ml_) and the filtrate concentrated in vacuo to yield (3) as an off-white solid (94mg, 77%). (0916) LCMS (ES): Found 213.0 [M+Hf. (0917) 1H NMR (300 MHz, DMSO-cf6), d: 10.40 (s, 1 H), 9.39 (d, J=1.3 Hz, 1 H), 8.32- 8.40 (m, 1 H), 8.26 (d, J=2.4 Hz, 1 H), 8.20 (s, 1 H), 8.04 (d, J= 9.6 Hz, 1 H), 7.66 (d, J= 0.6 Hz, 1 H), 7.35 (d, J= 9.6 Hz, 1 H).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; KARUS THERAPEUTICS LIMITED; SHUTTLEWORTH, Stephen Joseph; GATLAND, Alice Elizabeth; FINNEMORE, Daniel John; ALEXANDER, Rikki Peter; SILVA, Franck; CECIL, Alexander; (233 pag.)WO2019/166824; (2019); A1;,
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