Related Products of 586-61-8, These common heterocyclic compound, 586-61-8, name is 1-Bromo-4-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.
To a solution of 6-methoxy-3,4-dihydronaphthalen-l(2H)-one L31-1 (5 g, 28.41 mmol) in xylene (125 mL) was added l-bromo-4-isopropylbenzene (6.78 g, 34.07 mmol) followed by cesium carbonate (32.4 g, 99.41 mmol) and degassed with argon for 15 min in a sealed tube. To the resulting solution was added Pd(OAc)2(636 mg, 2.839 mmol) and Xanthphos (2.5 g, 4.251 mmol) and degassing was continued for another 15 min. Then the reaction mixture was sealed properly and heated to l30C for 24 h. After completion of the reaction (monitored by TLC and LCMS), the reaction mixture was filtered through a pad of Celite and the filtrate was concentrated under reduced pressure. The resulting crude compound was purified by silica gel column chromatography eluting with 0-10% ethyl acetate in -hexane to afford 2.5 g (30% yield) of compound L31-2 as brown oil.LCMS-Condition-1 : [M + H]+= 295.05; Rt = 2.22 min?H NMR (400 MHz, DMSO-ifc) d: 7.87 (d, J= 8.31 Hz, 1H), 7.15-7.20 (m, 2H), 7.08 (d, J = 8.31 Hz, 2H), 6.89-6.94 (m, 2H), 3.84 (s, 3H), 3.80 (dd, = 4.89, 11.25 Hz, 1H), 3.02-3.13 (m, 1H), 2.82-2.98 (m, 2H), 2.20-2.36 (m, 2H), 1.20 (d, J= 6.85 Hz, 6H).
Statistics shows that 1-Bromo-4-isopropylbenzene is playing an increasingly important role. we look forward to future research findings about 586-61-8.
Reference:
Patent; RADIUS PHARMACEUTICALS, INC.; MILLER, Chris; (188 pag.)WO2019/144132; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary