Related Products of 39603-24-2,Some common heterocyclic compound, 39603-24-2, name is 5,7-Dimethylindoline-2,3-dione, molecular formula is C10H9NO2, 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.
j0309j A. 6,8-Dimethyl-2-(3-methyl-1-benzofuran-2-yl)quinoline-4-carboxylic acid. To a100 ml. round-bottom flask was placed a solution of 1-(3-methyl-1-benzofuran-2-yl)ethan-1-one (1 g,5.74 mmol) in EtOH (20 mL) then 5,7-dimethyl-2,3-d1H ydro-1H -indole-2,3-dione(800 mg,4.57 mmol) and KOH (800 mg) were added. The resulting solution was heated to80C and stirred for 16 h. The reaction was cooled to rt and concentrated under reducedpressure. The residue was dissolved in 100 mL of H20,washed with MTBE (3×50 mL),and the pH of the solution was adjusted to 2-3 with 2N HC1. The resulting precipitate was isolated by filtration and washed with MeOH (3×50 mL) affording 485 mg (32%) of the title compound as a yellow solid. Mass Spectrum (LCMS,ESI pos): Calcd. for C2,H,8NO3: 332.1 (M+H); Found: 332.0. 1H NMR (300 MHz,DMSO-d6): oe 13.95 (s,1H ),8.43 (s,1H ),8.33 (s,1H ),7.80-7.77 (d,J= 7.5 Hz,1H ),7.73-7.70 (d,J= 8.1H z,1H ),7.61 (s,1H ),7.47-7.42 (t,J= 7.5 Hz,1H ),7.38-7.33 (t,J= 7.5 Hz,1H ),2.85 (s,3H),2.73 (s,3H),2.52 (s,3H). HPLC purity(254 nm): 99.5%.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5,7-Dimethylindoline-2,3-dione, its application will become more common.
Reference:
Patent; PROTEOSTASIS THERAPEUTICS, INC.; MUNOZ, Benito; BASTOS, Cecilia, M.; PARKS, Daniel; KOMBO, David; (301 pag.)WO2017/62581; (2017); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem