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 99365-40-9 as follows. Formula: C8H6BrNO
Under an argon atmosphere NaH (60 % on mineral oil, 7.32 g) was suspended in dry THF (45 ml). A suspension of 6-bromoindolin-2-one (10.0 g) in dry THF (108 ml) was added in portions during 10 min keeping the temperature below 27 C. The reaction mixture was warmed to 25 C, Mel (11.4 ml) was added drop wise during 1 h while the internal temperature was carefully kept between 24 and 27 C and stirring was continued for 18 h. Saturated aqueous NH4C1 solution (20 ml) was carefully added at 10-15 C, the mixture was diluted with EtOAc and saturated aqueous NaHC03 solution, the organic layer was washed with saturated aqueous NaHC03 solution, dried and evaporated. The residue was purified by flash chromatography (siliga gel, gradient 0% to 30% EtOAc in n-heptane) to give the title compound (10.1 g, 84%) as a light red solid. MS (ESI, m/z): 254.1/256.2 [(M+H)+].
According to the analysis of related databases, 99365-40-9, the application of this compound in the production field has become more and more popular.
Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; HILPERT, Hans; KOLCZEWSKI, Sabine; LIMBERG, Anja; STOLL, Theodor; WO2015/177110; (2015); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem