Application of 1190319-62-0, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 1190319-62-0 as follows.
Step 4: A solution of 6?-bromospiro[cyclopropane-l ,3?-pyrrolo[3,2-b]pyridin]-2?(1 H)-one (5.7 g, 24.6 mmol) in dry DMF (10 mL) was added dropwise to a stirred suspension NaH (60% dispersion in oil, 5.91 g, 148 mmol) in dry DMF (50 mL) under Ar at 0C. After complete addition, the mixture was stirred for 15 mm before dropwise addition of a solution of I ,2-dibromoethane (6.36 mL, 73.8 mmol) in dry DMF (10 mL).The brown reaction mixture was stirred at rt for 18 h. The mixture was reduced in volume and diluted with EtOAc (100 mL) and water (100 mL). The layers were separated and the aqueous layer was extracted with EtOAc (2x 100 mL). The combined organic layer was washed with brine, dried over Na2SC4 and evaporated. Purification by column chromatography (silica, 33% EtCAc in heptane), followed by titruation from CH2CI2 afforded 6?-bromospiro[cyclopropane-l ,3?-pyrrolo[3,2-b]pyridin]-2?(1 ?H)-one (3.62 g,14.4 mmol, 58%) as a yellow solid. LCMS: calculated for [M+H]: 241, found: 241, isotope pattern present.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1190319-62-0, its application will become more common.
Reference:
Patent; GRUeNENTHAL GMBH; NARDI, Antonio; JAKOB, Florian; KONETZKI, Ingo; CRAAN, Tobias; HESSLINGER, Christian; DOODEMAN, Robin; (0 pag.)WO2016/8593; (2016); A1;,
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