Synthetic Route of 99365-40-9,Some common heterocyclic compound, 99365-40-9, name is 6-Bromoindolin-2-one, molecular formula is C8H6BrNO, 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.
6-(Furan-2-yl)-oxindole 6-Bromo-oxindole (0.40 g, 1.88 mmol), 2-tributyltinfuran (0.71 ML, 2.26 mmol), and tetraethylammonium chloride hydrate (0.31 g, 1.88 mmol) were combined and dissolved in acetonitrile (15 ML).. The palladium catalyst, bistriphenylphosphinedichloropalladium (II) (0.66 g, 0.09 mmol) was added and the reaction was warmed to 85 C. under nitrogen for 20 h.. The reaction was cooled to room temperature and diluted with water (15 ML) before passing the mixture through celite.. The pad of celite was washed with EtOAc and the filtrates were combined and separated.. The aqueous layer was washed with EtOAc (2*20 ML each).. The combined organic phases were washed with brine and dried over sodium sulfate.. The volatiles ere removed in vacuo.. The resulting residue was triturated with diethyl ether and the solid was collected by filtration (0.13 g, 34%). 1H NMR 300 MHz (DMSO-d6) delta 10.5 (s, 1H); 7.75 (s, 1H); 7.30 (m, 2H); 7.11 (s, 1H); 6.91 (m, 1H); 6.60 (m, 1H); 3.52 (s, 2H).
The synthetic route of 99365-40-9 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; Glaxo Wellcome Inc.; US6350747; (2002); B1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem