Electric Literature of 1150617-54-1 , The common heterocyclic compound, 1150617-54-1, name is 6-Bromo-1H-pyrazolo[4,3-b]pyridine, molecular formula is C6H4BrN3, 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.
A solution of 6-bromo-lH-pyrazolo[4,3-]pyridine (500 mg, 2.52 mmol) and cesium carbonate (1234.04 mg, 3.79 mmol) in DMF (7.5 mL) was stirred at r.t. lodomethane (189 mu, 3.03 mmol) was added and the reaction mixture was stirred for 1.5 h. The reaction mixture was concentrated in vacuo and the residue was partitioned between water (25 mL) and EtOAc (25 mL). The aqueous phase was further extracted with EtOAc (25 mL). The combined organic phase was washed with brine (25 mL), then dried over MgS04 and filtered. The solvent was removed in vacuo to give the title compounds (584.8 mg) as a 7:3 mixture of regioisomers, which was used in the next step without further separation. Method B HPLC-MS: MH+ mlz 212/214, RT 1.47 minutes (26%) and 1.56 minutes (72%)
The synthetic route of 1150617-54-1 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; UCB BIOPHARMA SPRL; BRACE, Gareth Neil; CHOVATIA, Prafulkumar Tulshibhai; FOULKES, Gregory; JOHNSON, James Andrew; JONES, Severine Danielle; KROEPLIEN, Boris; LECOMTE, Fabien Claude; LOKE, Pui Leng; LOWE, Martin Alexander; MANDAL, Ajay; NORMAN, Timothy John; PALMER, Christopher Francis; PEREZ-FUERTES, Yolanda; PORTER, John Robert; SMYTH, Donald; TRANI, Giancarlo; UDDIN, Muhammed; ZHU, Zhaoning; (207 pag.)WO2016/198400; (2016); A1;,
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