Electric Literature 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.
11. Preparation of I -methyl-5-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)indolin-2-one 5-Bromo-1-methylindolin-2-one (537 mg, 2.375 mmol),bis(pmnacolate)diborane (987 mg, 3.89 mmol), potassium acetate (636mg, 6.48 mmol) and Pd(dppf)C12.CH2CI2 (88 mg, 0.108 mmol) wereloaded in a microwave vial and DME (15.6 ml) was added. The reaction mixture was heated at 80 C overnight and was then concentrated. The crude was purified by chromatography on silica gel (biotage, CyHex/EtOAc) to give the product(500 mg, 85%). 1H-NMR (500 MHz, CDCI3) ppm = 7.78 (d, J=7.7, IH), 7.69 (s, IH), 6.84 (d, J7.7, IH), 3.52 (s, 2H), 3.24 (s, 3H), 1.36 (s, 12H). LC – MS (ESI, m/z) Rt = 2.90 mm- 274 (M-?-H) (HPLC method E).
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; MERCK PATENT GMBH; CANCER RESEARCH TECHNOLOGY LIMITED; SCHIEMANN, Kai; STIEBER, Frank; CALDERINI, Michel; BLAGG, Julian; MALLINGER, Aurelie; WAALBOER, Dennis; RINK, Christian; CRUMPLER, Simon Ross; (127 pag.)WO2015/144290; (2015); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem