Application of 872619-43-7, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.872619-43-7, name is Methyl 5-bromo-1H-pyrrolo[2,3-b]pyridine-3-carboxylate, molecular formula is C9H7BrN2O2, molecular weight is 255.07, as common compound, the synthetic route is as follows.
Example 7; Methyl 5-[4-(2-morpholin-4-ylethoxy)phenyl]-l^-pyrrolo[2,3-6]pyridine-3-carboxylate; Triisopropyl borate (0.39 mL, 1.7 mmol) was added to a stirred solution of 4-[2-(4-bromophenoxy)ethyl]morpholine (0.163 g, 0.57 mmol; described in: Lednicer, D., et al, J.Med. Chem. 1965, 8, 52-57) in anhydrous tetrahydrofuran (4 mL). The resulting solution wascooled to -70 C and H-butyllithium (1.1 mL, 1.6 M in hexane, 1.76 mmol) was addeddropwise. The mixture was stirred at -70 C for 1 h and was then allowed to warm to roomtemperature. Hydrochloric acid (aq. 2.85 mL, 1 M, 2.85 mmol) was added and the mixturewas stirred for 2 min, followed by addition of sodium carbonate (0.604 g, 5.7 mmol). Afterstirring for another 2 min, methyl 5-bromo-l//-pyrrolo[2,3-6]pyridine-3-carboxylate (0.100 g,0.4 mmol) and [l,r-bis(diphenylphosphino)ferrocene]palladium(II) chloride dichloromethaneadduct (0.047 g, 0.057 mmol) were added and the resulting mixture was heated at 65 C overnight. The solvent was evaporated and the residue was purified on a silica gel column usingdichloromethane/methanol, (95:5), as the eluent. Re-crystallization from acetonitrile gave0.048 g (31% yield) of the title compound as crystals:’H NMR (CDC13, 400 MHz) 8 10.06 (m, 1 H), 8.57 (m, 2 H), 8.06 (s, 1 H), 7.58 (m, 2 H),7.02 (m, 2 H), 4.29 (m, 2 H), 3.94 (s, 3 H), 3.85 (m, 4 H), 2.99 (m, 2 H), 2.77 (m, 4 H).
Statistics shows that 872619-43-7 is playing an increasingly important role. we look forward to future research findings about Methyl 5-bromo-1H-pyrrolo[2,3-b]pyridine-3-carboxylate.
Reference:
Patent; ASTRAZENECA AB; WO2006/1754; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem