Analyzing the synthesis route of 2-Bromonicotinaldehyde

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 128071-75-0, 2-Bromonicotinaldehyde.

Synthetic Route of 128071-75-0, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 128071-75-0, name is 2-Bromonicotinaldehyde, molecular formula is C6H4BrNO, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

A 40 mL vial was charged with 6 mL of 1,4-dioxane and a stir bar. The mixture was degassed with nitrogen for 5 minutes. The vial was charged with 2-bromonicotinaldehyde (240 mg, 1.290 mmol), cyclopropylboronic acid (222 mg, 2.58 mmol), and cesium fluoride (588 mg, 3.87 mmol). The vial was degassed again with nitrogen. PdCl2dppf (53.1 mg, 0.065 mmol) was added and the reaction mixture was heated to 100 C. under nitrogen. Upon reaction completion, the mixture was cooled to room temperature. Ethyl acetate (30 mL) was added, and the mixture was stirred for 5 minutes, filtered over a pad of silica gel with ethyl acetate, concentrated, and purified via flash column chromatography (0 to 20% ethyl acetate in heptanes) to provide 2-cyclopropylnicotinaldehyde (170 mg, 1.155 mmol, 90% yield). 1H NMR (501 MHz, DMSO-d6) delta ppm 10.40 (s, 1H), 8.61 (dd, J=4.7, 1.8 Hz, 1H), 8.10 (dd, J=7.8, 1.9 Hz, 1H), 7.33 (dd, J=7.9, 4.8 Hz, 1H), 3.08 (tt, J=8.0, 4.7 Hz, 1H), 1.18-0.90 (m, 4H); MS (ESI+) m/z 148.0 (M+H)+.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 128071-75-0, 2-Bromonicotinaldehyde.

Reference:
Patent; AbbVie S.a.r.l.; Galapagos NV; Altenbach, Robert J.; Bogdan, Andrew; Couty, Sylvain; De Lemos, Elsa; Desroy, Nicolas; Duthion, Beranger; Gfesser, Gregory A.; Greszler, Stephen N.; Housseman, Christopher Gaetan; Koenig, John R.; Kym, Philip R.; Liu, Bo; Scanio, Marc J.; Searle, Xenia; Wang, Xueqing; Yeung, Ming C.; Zhao, Gang; (263 pag.)US2018/99931; (2018); A1;,
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