22190-33-6,Some common heterocyclic compound, 22190-33-6, name is 5-Bromoindoline, molecular formula is C8H8BrN, 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.
Step 1: tert-butyl 5-bromoindoline-l-carboxylateTo a solution of 5-bromoindoline (280 mg, 1.41 mmol) in THF (15 mL) and H20 (5 mL) was added k2C03 (293 mg, 2.12 mmol), followed by di-tert-butyl dicarbonate (617 mg, 2.82 mmol) and the resulting mixture was stirred at room temperature for 2 hours. The mixture was diluted with water and extracted with EtOAc. The combined extract was washed with brine, dried and concentrated to afford desired product (338 mg, 80%). 1H NMR (OMSO-d6): delta 7.59 (1H, br), 7.38 (1H, s), 7.30-7.32 (2H, m), 3.90 (2H, t, / = 8.8 Hz), 3.07 (2H, t, / = 8.8 Hz), 1.50 (9H, s).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 22190-33-6, its application will become more common.
Reference:
Patent; CENTAURUS BIOPHARMA CO., LTD.; XIAO, Dengming; ZHU, Yan; HU, Yuandong; WANG, Huting; LIU, Yuliang; LI, Jijun; SUN, Deguang; WANG, Zhe; WEI, Yongheng; WANG, Zanping; TANG, Guojing; JING, Lutao; WO2012/103806; (2012); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem