Reference of 20870-90-0, 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. 20870-90-0 name is 5-Bromo-1-methyl-2-oxoindoline, 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.
To 5-bromo-1-methyl-1 ,3-diotahydro-iotandol-2-one (CASNo. 20870-90-0, 80 mg, 0 35 mmol) was added 5-methyl-3-pyndmyl boronic acid (CASNo. 173999-18-3 55 mg, 0 39 mmol), in 1 ,2-diotamethoxyethane (2 7 mL) and 2 M aqueous sodium carbonate (0 45 mL, 0 9 mmol) The reaction mixture was degassed and placed under an argon atmosphere, at which time resin bound tetrakiotas(triotaphenylphosphiotane)palladiotaum(0)( specifically polystyrene triphenytphosphine palladium (0) [PS-PPh3-Pd(O) (Biotage), 0 09 mmol/g loading (195 mg, 0 018 mmol)] was added The reaction vessel was sealed and was heated by microwave irradiation at 100 C for 1.5 hours The reaction mixture was cooled to room temperature, diluted with dichloromethane and filtered through glass wool. The filtrate was further diluted with saturated aqueous sodium bicarbonate and the layers were separated The aqueous layer was extracted two times with dichloromethane, and the organic layers were combined, dried over anhydrous sodium sulfate, filtered and concentrated The resulting residue was purified by silica gel flash chromatography (ethanol-dichloromethane 0 to 6%) to afford 1-methyl-5-(5-methyl-pyridiotan-3-yl)-1 3- dihydro-iotandol-2-one, HRMS (ESI) m/z 239 1 181 (M+H)Phi, 1H NMR (400 MHz, CDCI3) delta ppm 2,42 (s, 3 H), 3 27 (s, 3 H), 3 61 (s, 2 H), 6 93 (d, J=8 1 Hz, 1 H) 7 45 – 7.58 (m, 2 H), 7 67 (S1 1 H), 8 42 (s, 1 H), 8.63 (s, 1 H)
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Bromo-1-methyl-2-oxoindoline, and friends who are interested can also refer to it.
Reference:
Patent; NOVARTIS AG; ADAMS, Christopher Michael; CHAMOIN, Sylvie; HU, Qi-Ying; ZHANG, Chun; WO2010/130794; (2010); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem