Synthetic Route of 582313-57-3 ,Some common heterocyclic compound, 582313-57-3, molecular formula is C6H3ClFN3, 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.
To a stirred solution of (3aS,4S,6aR)-6-(((tert-butyldiphenylsilyl)oxy)methyl)-2,2- dimethyl-3a,6a-dihydro-4H-cyclo penta[d] [l,3]dioxol-4-ol (3.5 g, 8.24 mmol) in THF (50 ml) was added 4-chloro-5-fluoro-7H-pyrrolo[2,3-d]pyrimidine (3.54 g, 20.61 mmol, which was synthesized by following the same reaction protocol as was described in WO2005/16878, A2), triphenylphosphine (5.40 g, 20.61 mmol), DIAD (4.01 ml, 20.61 mmol) at 0C and stirred for 30 min. The resulting reaction mixture was stirred at 25C for l6h. Volatiles were removed in vacuo and the crude residue was purified by combiflash (0550) (Rf200, Teledyne/Isco) instrument onto a redisep Rf column with gradient elution (0 to 10%) of ethyl acetate in petroleum ether to afford the title compound (2.7g, 56.7%) as an off-white solid. LCMS m/z = 577.94 (M+; 100%).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,582313-57-3, its application will become more common.
Reference:
Patent; LUPIN LIMITED; NAIR, Prathap, Sreedharan; GUDADE, Ganesh, Bhausaheb; SETHI, Sachin; LAGAD, Dipak, Raychand; PAWAR, Chetan, Sanjay; TRYAMBAKE, Mahadeo, Bhaskar; KULKARNI, Chaitanya, Prabhakar; HAJARE, Anil, Kashiram; GORE, Balasaheb, Arjun; KULKARNI, Sanjeev, Anant; SINDKHEDKAR, Milind, Dattatraya; PALLE, Venkata, P.; KAMBOJ, Rajender, Kumar; (241 pag.)WO2019/116302; (2019); A1;,
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