Extracurricular laboratory: Synthetic route of 100-37-8

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,100-37-8, its application will become more common.

100-37-8, Adding a certain compound to certain chemical reactions, such as: 100-37-8, 2-(Diethylamino)ethanol, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, 100-37-8, blongs to alcohols-buliding-blocks compound.

To a mixture of benzyl 4-[2-methylsulfinyl-7-[5-methyl-l-(2- trimethylsilylethoxymethyl)indazol-4-yl]-6,8-dihydro-5H-pyrido[3,4-d]pyrimidin-4- yl]piperazine-l-carboxylate (500 mg, 739 umol) and 2-(diethylamino)ethanol (173 mg, 1.48 mmol, 197 uL) in THF (10 mL) was added t-BuONa (213 mg, 2.22 mmol), and the mixture stirred at 20 C for 1 hour under N2 atmosphere. The mixture was cooled to 0 C and HCl (2 M) was added until pH~7. The mixture was filtered and the filtrate was concentrated in vacuo. The residue was purified by column chromatography using 0- 10% MeOH/DCM as eluent to give impure material which was further purified by reversed phase chromatography to give benzyl 4- [2-[2-(diethylamino)ethoxy]-7-[5-methyl-l-(2-trimethylsilylethoxymethyl)indazol-4-yl]-6,8- dihydro-5H-pyrido[3,4-d]pyrimidin-4-yl]piperazine-l-carboxylate (220 mg, 295 umol, 39.9 % yield). ES+APCI MS m/z 729.3 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,100-37-8, its application will become more common.

Reference:
Patent; MIRATI THERAPEUTICS, INC.; ARRAY BIOPHARMA, INC.; FISCHER, John, P.; FELL, Jay, Bradford; BLAKE, James, F.; HINKLIN, Ronald, Jay; MEJIA, Macedonio, J.; HICKEN, Erik, James; CHICARELLI, Mark, Joseph; GAUDINO, John, J.; VIGERS, Guy, P.A.; BURGESS, Laurence, E.; MARX, Matthew, Arnold; CHRISTENSEN, James, Gail; LEE, Matthew, Randolf; SAVECHENKOV, Pavel; ZECCA, Henry, J.; (529 pag.)WO2017/201161; (2017); A1;,
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