Electric Literature of 33070-32-5, These common heterocyclic compound, 33070-32-5, name is 5-Bromo-2,2-difluorobenzodioxole, 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 B: 3-(2.2-Difluoro-benzo? .31dioxol-5-ylmethyl)-pyrrolidine-1 – carboxylic acid tert-butyl ester. A stream of N2 was bubbled through neat 3- methylene pyrrolidine-1 -carboxylic acid te/t-butyl ester (792 mg, 4.33 mmol) for 15 min before charging the flask with 9-BBN (0.5 M in THF, 8.8 ml_). The reaction mixture was heated at reflux for 2.5 h; then cooled to rt. The resultant mixture was then added, via cannula, to a preformed solution consisting of 5-bromo-2,2-difluoro-1 ,3-benzodioxole (1.01 g, 4.24 mmol), Pd(dppf)CI2»CH2CI2 (92 mg), and potassium carbonate (760 mg, 5.50 mmol) in DMF/H2O (10 mL/1 ml_). The reaction mixture was heated at 60 0C for 18 h, cooled to rt and poured into water. The pH of the mixture was adjusted to 11 with NaOH (1 N), and extracted with EtOAc (3x). The organic layers were combined, dried (Na2SO4), and concentrated. The crude residue was purified (FCC) to give the title compound (1.4 g, 94%).
The synthetic route of 33070-32-5 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; JANSSEN PHARMACEUTICA NV; BREITENBUCHER, Guy, J.; TICHENOR, Mark, S.; MERIT, Jeffrey, E.; HAWRYLUK, Natalie, A.; CHAMBERS, Alison, L.; KEITH, John, M.; WO2010/141809; (2010); A1;,
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