As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 99365-40-9 name is 6-Bromoindolin-2-one, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. 99365-40-9
(293-1) 3,3-Dimethyl-6-bromoindolin-2-one A solution (50 ml) of 6-bromoindolin-2-one (3.18 g) in THF was cooled to -78 C. and 1.5 M lithium diisopropylamide (20 ml) was added dropwise thereinto followed by stirring for 15 min. After adding methyl iodide (0.92 ml), the reaction mixture was brought to room temperature and stirred for 1 hr. Then the reaction solution was cooled to -78 C. again and 1.5 M lithium diisopropylamide (10 ml) was added dropwise thereinto followed by stirring for 15 min. After adding methyl iodide (0.92 ml), the reaction solution was brought to room temperature with stirring. Then a saturated aqueous solution of ammonium chloride was added thereto and the resultant mixture was extracted with ethyl acetate. The residue was washed with hexane to give the title compound (3.35 g) as a white amorphous solid (yield: 93.0%). 1H-NMR (400 MHz, CDCl3): delta(ppm) 1.38(6H, s), 7.05(1H, d, J=8.0Hz), 7.096(1H, d, J=1.6Hz), 7.169(1H, d, J=1.6Hz), 8.41(1H, m).
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 6-Bromoindolin-2-one, and friends who are interested can also refer to it.
Reference:
Patent; Eisai Co., Ltd.; US2002/19531; (2002); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem