Category: 348640-11-9

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.348640-11-9,1-Boc-3-Bromo-5-methoxyindole,as a common compound, the synthetic route is as follows.

A stirred solution of 3-bromo-5-methoxy-indole-1-carboxylic acid tert-butyl ester [50 g, Reference Example 11(a)] in tetrahydrofuran (800 mL), under nitrogen, was treated with tributylborate (49.5 mL) then cooled to -100 C. and then treated with a solution of n-butyllithium in hexanes (94 mL, 2.5M) whilst keeping the temperature below -90 C. Once the addition was complete the mixture was allowed to warm slowly to room temperature over 1 hour and quenched by the addition of ice (10 g). The organics were removed under reduced pressure and the residue was partitioned between ethyl acetate (500 mL) and water (400 mL). The organic layer was dried over magnesium sulfate and then evaporated., 348640-11-9

348640-11-9 1-Boc-3-Bromo-5-methoxyindole 22477274, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; Cox, Paul J.; Majid, Tahir N.; Lai, Justine Y.Q.; Morley, Andrew D.; Amendola, Shelley; Deprets, Stephanie D.; Edlin, Christopher; US2004/9983; (2004); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.348640-11-9,1-Boc-3-Bromo-5-methoxyindole,as a common compound, the synthetic route is as follows.

Example 93A tert-butyl 5-methoxy-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-1-carboxylate To 1,1’bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex (0.449 g, 0.55 mmol), potassium acetate (1.805 g, 18.39 mmol), and bis(pinacolato)diboron (2.57 g, 10.12 mmol) under an atmosphere of nitrogen was added methylsulfoxide (46.0 mL), followed by tert-butyl 3-bromo-5-methoxy-1H-indole-1-carboxylate (3.0 g, 9.20 mmol), and the reaction was stirred at 80 C. over night. The reaction was cooled to room temperature and quenched by the addition of water and dichloromethane. The layers were separated, and the aqueous layer was extracted with additional dichloromethane. The combined organics were dried with anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to give crude product. The residue was purified by flash chromatography on silica gel, eluting with hexanes, to give the title compound. MS DCI(+) m/z 374.1 [M+H]+.

348640-11-9, The synthetic route of 348640-11-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ABBOTT LABORATORIES; US2011/281842; (2011); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles