Reference of 317-20-4, 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 317-20-4 as follows.
To a stirring solution of7-fluoroindoline-2,3-dione (12.22 g, 74 mmol) inTHF (40 mL) at 0 oc was added phenylmagnesium bromide (148 mL, 148 mmol)dropwise. The reaction mixture was allowed to stir at room temperature after addition20 was completed. The reaction mixture was judged complete by HPLC after 15 min. Thereaction mixture was quenched with saturated NH4Cl and extracted with EtOAc. Thecombined extracts were washed with brine, dried (Na2S04), filtered and concentrated.The residue was purified by silica gel chromatography (EtOAc/hexane) to affordIntermediate A11A(18.84 g, 88%) as yellow solid: HPLC: RT= 1.810 min (H20/MeOH25 with TF A, CHROMOLITH SpeedROD, 4.6x50mm, gradient= 4 min, wavelength=220 nm); MS(ES): m/z = 226 [M+H+-H20]; 1H NMR (400 MHz, DMSO-d6) 8 10.92 (s,lH), 7.37-7.25 (m, 5H), 7.19 (ddd,J=l0.4, 8.1, 1.3 Hz, lH), 7.04-6.92 (m, 2H).
According to the analysis of related databases, 317-20-4, the application of this compound in the production field has become more and more popular.
Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; GAVAI, Ashvinikumar V.; ZHAO, Yufen; O’MALLEY, Daniel; QUESNELLE, Claude A.; FINK, Brian E.; NORRIS, Derek J.; HAN, Wen-Ching; DELUCCA, George V.; WO2014/47374; (2014); A1;,
Indoline – Wikipedia,
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