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 341988-36-1 as follows. Formula: C10H11NO2
To a solution of methyl indoline-6-carboxylate (600 mg, 3.40 mmol),1-(3-bromo-l-methyl- 6,7-dihydro-1N-pyrazolo[4,3-clpyridin-5(4H)-yl)ethanone (Intermediate B, 960 mg, 3.74 mmol), 2-dicyclohexylphosphino-2? ,6? -di-i-propoxy- I , 1? -biphenyl (158 mg, 0.34 mmol) andchloro(2-dicyclohexylphosphino-2?,6? -di-i-propoxy- 1,1? -biphenyl) [2-(2- aminoethylphenyl)]palladium(1l), methyl-tert-butylether adduct (277 mg, 0.34 mmol) in dioxane (10 mE) was added e-BuONa (976 mg, 10.20 mmol). The mixture was heated to 120°C for 16 h under a nitrogen atmosphere. After cooling the reaction to room temperature, water (20 mL) was added and the mixture was extracted with EtOAc (20 mE x 2). 1 M HC1(2 mL) was added to aqueous phase and then extracted with EtOAc (20 mL x 2), The combined organic layers were washed with brine, dried over anhydrous Na2SO4, filtered and concentrated in vacuo. The crude residue was purified by reverse phase chromatography (acetonitrile 5-35percent / 0.1percent NH4HCO3 in water) to give the title compound (120 mg, 10percent) as a brown solid. ?HNMR (400 MHz, DMSO-d6) oe 7.58 (s, IH), 7.28 (d, J= 7.2 Hz, IH), 7.10 2H), 2.77 – 2.65 (m,2H), 2.08 – 2.06 (m, 3H). LCMS M/Z (M+H) 341.
According to the analysis of related databases, 341988-36-1, the application of this compound in the production field has become more and more popular.
Reference:
Patent; GENENTECH, INC.; CONSTELLATION PHARMACEUTICALS, INC.; ROMERO, F. Anthony; MAGNUSON, Steven; PASTOR, Richard; TSUI, Vickie Hsiao-Wei; MURRAY, Jeremy; CRAWFORD, Terry; ALBRECHT, Brian, K.; COTE, Alexandre; TAYLOR, Alexander, M.; LAI, Kwong Wah; CHEN, Kevin, X.; BRONNER, Sarah; ADLER, Marc; EGEN, Jackson; LIAO, Jiangpeng; WANG, Fei; CYR, Patrick; ZHU, Bing-Yan; KAUDER, Steven; (0 pag.)WO2016/86200; (2016); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem