Reference of 53078-85-6,Some common heterocyclic compound, 53078-85-6, name is 2-Bromo-5-methylaniline, molecular formula is C7H8BrN, 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.
8-bromo-4,5-dimethylquinoline, monohydrochloride (A): At 23 C, a 2-neck500 mL round-bottom flask equipped with magnetic stuffing bar, reflux condenser, and bubbler was flushed with N2 for several minutes. The flask was placed in a bath ofaluminum beads and charged with 12 N aq. HC1 (180 mL). Molten 2-bromo-5-methyl benzenamine (50.0 g, 0.270 mol) was added steadily to the flask while the aluminum bead bath was at 23 C. Once addition ensued, an off-white chunky precipitate formed. A glass stirring rod was periodically used to pulverize the chunks. Once addition was complete, the reaction was a suspension with particulate white solid in yellow liquid.At this point, a pressure-equalizing addition funnel was attached to the flask and charged with Methyl Vinyl Ketone (26.8 mL, 0.322 mol). The reaction was heated to 120 C under N2. A circulating chiller was applied to through the reflux condenser. The bubbler was then removed and a stream of air was passed steadily over the reaction while the Methyl Vinyl Ketone was added dropwise over 10 mm. Heating wascontinued for another 30 mm, then the air stream was cut. The reaction was refitted with the bubbler and an N2 stream was applied as the reaction was cooled to 23 C. The reaction was poured into THF (1.0 L) and the sluffy was cooled to – 20 C overnight. The precipitate was collected in a Buchner funnel on filter paper and washed with 2 x 100 mL of ice-cold THF. This afforded 8-bromo-4,5-dimethylquinoline,monohydrochioride. The material was immediately used in the reaction below. LCMSESI Calc?d for C11H10BrN (M+H): 236.0 / 238.0. Found 236.1 / 238.1 (M+H)
The synthetic route of 53078-85-6 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; GILEAD SCIENCES, INC.; BABAOGLU, Kerim; MCFADDEN, Ryan; MITCHELL, Michael, L.; WO2015/179448; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary