Electric Literature of 159847-81-1, 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 159847-81-1 as follows.
A mixture [OF 4- [ (5-chloro-2, 3-dihydro-1H-indol-1-yl) sulfonyl)] benzoic acid. (0.50 g, 1.49 mmol) and oxalyl chloride (5 mL) in CH2C12 (3mL) was treated with DMF (3 [, L)] and heated to [40 C. AFTER] 2h, the mixture was cooed and concentrated in vacuo to give a yellow semi-solid residue that was dissolved in CH2C12 (2 mL) and pipetted into a mixture of methyl [2-amino-5-cyanoBENZOATE] (0.25 g, 1.40 mmol) in pyridine (5 mL) at [5 C.] The mixture was allowed to stir at room temperature overnight and then concentrated in vacuo. The residue was dissolved in [CH2C12] and aqueous IN CHl.The phases were separated. The organic phase was washed with aqueous 1 N HCl, and H2O, dried [(NA2S04),] and concentrated in vacuo to provide a tan solid that was digested in hot ethanol. The cooled mixture was filtered. The solid was dried in a vacuum oven at [60 C] to give 0.42 g (61 %) of cream solid [PRODUCT. 1H] NMR (400 MHz, DMSO-d6) 8 2.95 (t, 2 H), 3.88 (s, 3 H), 4.01 (t, 2 H), 7.26 [(M,] 2 H), 7.49 (d, [1] H), 8. 12 [(M,] 5 H), 8.37 (s, 1 H), 8.53 (d, [1] H), 11.5 (s, 1 H); MS (ESI-) for [C24HL8CLN305S] [M/Z] 493.9 (M-H)-.
According to the analysis of related databases, 159847-81-1, the application of this compound in the production field has become more and more popular.
Reference:
Patent; PHARMACIA & UPJOHN COMPANY; WO2004/18461; (2004); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts