Application of 75291-85-9, 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.75291-85-9, name is 5-Bromo-2-chloronicotinamide, molecular formula is C6H4BrClN2O, molecular weight is 235.47, as common compound, the synthetic route is as follows.
B) 2-(4-(1H-Pyrrolo[2,3-b]pyridin-4-yloxy)-3-fluorophenylamino)nicotinamide, bis(trifluoroacetic acid) salt; 4-(1H-Pyrrolo[2,3-b]pyridin-4-yloxy)-3-fluorobenzenamine (51.7 mg, 0.21 mmol) and 5-bromo-2-chloronicotinamide (50 mg, 0.21 mmol) were suspended in 3:1 isopropanol-NMP (2.1 mL). 4N HCl in 1,4-dioxane (0.21 mL, 0.84 mmol) was added and the reaction was heated to 100 C. for 240 h. The isopropanol was removed by rotary evaporation and the resulting residue was partitioned between 5% aq. NaHCO3 solution (10 mL) and EtOAc (10 mL). The organic layer was separated and the aqueous layer was extracted EtOAc (2×10 mL). The combined organic layers were washed with 10% LiCl (20 mL), dried (MgSO4) and concentrated. The crude product was purified by preparative (RP) HPLC chromatography (YMC S5 ODS, 30×75 mm, 10 minute gradient from 33% to 90% aqueous methanol with 0.1% TFA, 40 mL/min). The fractions containing the desired product were combined and concentrated to afford the desired product as a tan powder (10.1 mg, >98% HPLC purity). 1H NMR (DMSO-d6) delta 12.00 (s, 1H), 11.38 (s, 1H), 8.44 (s, 1H), 8.44 (dd, 1H, J=23.91, 2.03 Hz), 8.13 (d, 1H, J=5.59 Hz), 8.06 (d, 1H, J=13.23 Hz), 7.92 (s, 1H), 7.42 (s, 1H), 7.29-7.38 (m, 2H), 6.46 (d, 1H, J=5.59 Hz), 6.32 (s, 1H); MS(ESI+) m/z 442.1 (M+H)+.
Statistics shows that 75291-85-9 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-2-chloronicotinamide.
Reference:
Patent; Bristol-Myers Squibb Company; US2007/78140; (2007); A1;,
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