These common heterocyclic compound, 699-03-6, name is 1-(4-Bromophenyl)-N-methylmethanamine, 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. Application In Synthesis of 1-(4-Bromophenyl)-N-methylmethanamine
General procedure: Aldehyde (3 mmol) was taken up in dry DCM (10 mL) in an oven dried round bottomed flask under an atmosphere of nitrogen. Acetic acid (1 mmol) was added and the reaction stirred at room temperature for 5 minutes. Amine (1 mmol) was then added and the reaction stirred at room temperature for 1 hour. The reaction was cooled to 0 C using an ice bath, then sodium triacetoxyborohydride (3 mmol) was added and the reaction warmed to room temperature and stirred until TLC indicated complete consumption of the amine. The reaction was quenched with saturated aqueous sodium bicarbonate solution. The organic layer was washed with three portions of saturated sodium bicarbonate, then acidified with concentrated hydrochloric acid. The organic layer was then washed with three portions of 2 M aqueous hydrochloric acid. The pH of the acidic washes was then adjusted to pH 10 using 4 M aqueous sodium hydroxide and the aqueous extracted with three portions of diethyl ether. The combined ether washes were dried with magnesium sulfate, filtered and concentrated to give crude product. The residue was then purified by flash column chromatography and sent to NKI for biological testing.
The synthetic route of 1-(4-Bromophenyl)-N-methylmethanamine has been constantly updated, and we look forward to future research findings.
Reference:
Article; Milne, Kirsty; Sun, Jianhui; Zaal, Esther A.; Mowat, Jenna; Celie, Patrick H.N.; Fish, Alexander; Berkers, Celia R.; Forlani, Giuseppe; Loayza-Puch, Fabricio; Jamieson, Craig; Agami, Reuven; Bioorganic and Medicinal Chemistry Letters; vol. 29; 18; (2019); p. 2626 – 2631;,
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