Reference of 5279-32-3, These common heterocyclic compound, 5279-32-3, name is 5,6-Dibromobenzo[d][1,3]dioxole, 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.
Step 1, Method 25: ll-(2-Chlorophenyl)-4,6,10-trioxa-12- azatricyclo[7.3.0.03’7]dodeca-l,(9),2,7,ll-tetraene[0251] A mixture of 5,6-dibromo-2H-l,3-benzodioxole (500 mg, 1.79 mmol), 2- chlorobenzamide (300 mg, 1.93 mmol), potassium carbonate (1.0 g, 7.24 mmol), N,N-dimethylethane-l,2-diamine (50 mu,, 0.57 mmol) and copper(I) iodide (35 mg, 0.18 mmol) in toluene (30 mL) and 1,4-doxane (30 mL) was stirred under reflux for 24 hours. After cooling to room temperature the mixture was diluted with ethyl acetate (50 mL), filtered and concentrated. The residue was taken up in ethyl acetate (150 mL), washed with water (50 mL) and brine (50 mL), dried over magnesium sulphate, filtered and absorbed onto a small amount of silica. Purification by FCC (silica, 0-20% ethyl acetate in heptane) and recry stallis ation from 5% ethyl acetate in heptane (10 mL) gave the title compound 120 mg (25% yield) as a colourless, crystalline solid. 5H MR (500 MHz, DMSO) 8.09 (dd, J = 7.7, 1.8 Hz, 1H), 7.69 (dd, J = 7.9, 1.2 Hz, 1H), 7.59 (td, J = 7.7, 1.8 Hz, 1H), 7.55 (td, J = 7.5, 1.3 Hz, 1H), 7.51 (s, 1H), 7.41 (s, 1H), 6.14 (s, 2H). Tr(MET-uHPLC-AB-lOl) = 3.66 min, (ES+) (M+H)+274.
The synthetic route of 5279-32-3 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; CHDI FOUNDATION, INC.; DOMINGUEZ, Celia; WITYAK, John; BARD, Jonathan; BROWN, Christopher, John; PRIME, Michael, Edward; WEDDELL, Derek, Alexander; WALTER, Daryl, Simon; GILES, Paul, Richard; WIGGINTON, Ian, James; TAYLOR, Malcolm, George; GALAN, Sebastien, Rene, Gabriel; JOHNSON, Peter, David; KRUeLLE, Thomas, Martin; MORAO, Inaki; CLARK-FREW, Daniel; SCHAERTL, Sabine; HERRMANN, Frank; GRIMM, Steffen, Kaspar; KAHMANN, Jan, Dirk; SCHEICH, Christoph; (120 pag.)WO2016/33460; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary