Electric Literature of 115279-57-7, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 115279-57-7, name is 2-(4-Aminophenyl)-2-methylpropanenitrile, This compound has unique chemical properties. The synthetic route is as follows.
[00336] The synthesis of this monomer proceeds first by synthesis of the Suzuki reaction coupling partner (3-(4,4,5,5-tetramethyl-l,3,2-dioxaborolane)quinolin-6-yl)-N-boc- methanamine starting from methyl 3-bromoquinoline-6-carboxylate. Reduction of the methyl ester with lithium aluminum hydride followed by Mitsunobu reaction with phthalimide and hydrazine cleavage provides the benzylic amine. Protection of the benzylic amine with di- tert-butyl dicarbonate followed by a Miyaura borylation reaction provides (3-(4,4,5,5- tetramethyl-l,3,2-dioxaborolane)quinolin-6-yl)-N-boc-methanamine. (1585) [00337] An SNAr reaction of 2-(4-aminophenyl)-2-methylpropanenitrile with 6-bromo-4- chloro-3-nitroquinoline provides the substituted amino-nitro-pyridine. Reduction of the nitro group with Raney-Ni under a hydrogen atmosphere followed by cyclization with trichloromethyl chloroformate provides the aryl -substituted urea. Substitution of the free N-H of the urea with methyl iodide mediated by tetrabutyl ammonium bromide and sodium hydroxide followed by Suzuki coupling of (3-(4,4,5,5-tetramethyl-l,3,2- dioxaborolane)quinolin-6-yl)-N-boc-methanamine and then Boc-deprotection using TFA produces the TFA salt.
The chemical industry reduces the impact on the environment during synthesis 2-(4-Aminophenyl)-2-methylpropanenitrile. I believe this compound will play a more active role in future production and life.
Reference:
Patent; REVOLUTION MEDICINES, INC.; SEMKO, Christopher; PITZEN, Jennifer; WANG, Gang; TIBREWAL, Nidhi; AGGEN, James Bradley; THOTTUMKARA, Arun P.; BURNETT, G. Leslie; GLIEDT, Micah James Evans; KISS, Gert; WON, Walter; LEE, Julie Chu-li; GILL, Adrian Liam; (538 pag.)WO2018/204416; (2018); A1;,
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