Electric Literature of 7073-94-1, These common heterocyclic compound, 7073-94-1, name is 1-Bromo-2-isopropylbenzene, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
tert-butyl 4-[2-[[(2,S)-l- methylpyrrolidin-2-yl]methoxy]-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-4-yl]piperazine-l- carboxylate (200 mg, 462 umol), l-bromo-2-isopropyl-benzene (120 mg, 601 umol), CS2CO3 (452 mg, 1.39 mmol) and XPHOS PALLADACYCLE GEN 3 (78.3 mg, 92.5 umol) in toluene (4.00 mL) was de-gassed with N2 and then heated to 100 C for 10 hours under N2. Upon completion, the mixture was filtered and the filtrate was concentrated. The crude product was purified by silica gel chromatography eluted with EtOAc/MeOH= 50/1 to 5/1 to give tert-butyl 4-[7-(2-isopropylphenyl)-2-[[(2,S)-l-methylpyrrolidin-2-yl]methoxy]-6,8-dihydro-5H- pyrido[3,4-d]pyrimidin-4-yl]piperazine-l-carboxylate (84.6 mg, 134 umol, 28.9 % yield, 87.0 % purity) as a yellow solid. ES+APCI MS m/z 551.2 [M+H]+.
Statistics shows that 1-Bromo-2-isopropylbenzene is playing an increasingly important role. we look forward to future research findings about 7073-94-1.
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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