Adding a certain compound to certain chemical reactions, such as: 1026796-81-5, N-(4-Bromopyridin-2-yl)acetamide, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, 1026796-81-5, blongs to pyridine-derivatives compound. Application In Synthesis of N-(4-Bromopyridin-2-yl)acetamide
To the stirred solution of 3 -methyl- l-(6-(trimethy lstannyl)naphthalen-2- yl)butan-l-ol (0.080 g, 0.212 mmol) and (4-bromopyridin-2-yl)acetamide (0.046 g, 0.212 mmol) in anhydrous DMF (2 mL) was added tetrabutylammonium bromide (0.103 g, 0.318 mmol), bis(triphenylphosphine)palladium (II) chloride (0.019 g, 0.021 mmol), K2C03 (0.088 g, 0.636 mmol) and the mixture purged with nitrogen for 5 min then heated at 95 C for 14 h. The reaction mixture was diluted with water and extracted with ethyl acetate. The combined organic layers were dried over Na2S04 and evaporated under reduced pressure. The residue was purified by preparative HPLC (0.1 % TF A in water and acetonitrile) to afford N-(4-(2-( 1 -hydroxy-3 – methylbutyl)quinolin-6-yl)pyridin-2-yl)acetamide, TFA (9 mg, 0.026 mmol, 12% yield). 1H NMR (400 MHz, CD3OD) delta ppm 8.98 (d, J= 8.8 Hz, 1H) 8.65 (d, J= 1.6 Hz, 1H) 8.40 – 8.49 (m, 3H) 8.30 (s, 1H) 8.04 (d, J= 8.8 Hz, 1H) 7.77 – 7.79 (m, 1H) 5.21 – 5.24 (m, 1H) 2.31 (s, 3H) 2.01 – 2.04 (m, 1H) 1.80 – 1.87(m, 1H) 1.69 – 1.75 (m, 1H) 1.00 – 1.12 (m, 6H); LCMS (ESI) m/e 350.2 [(M+H)+, calcd for C21H2 N3O2, 350.2]; LC/MS retention time (method A): tR = 1.62 min; HPLC retention time (method A): tR = 11.25 min.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1026796-81-5, its application will become more common.
Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; HARTZ, Richard A.; AHUJA, Vijay T.; MACOR, John E.; BRONSON, Joanne J.; DASGUPTA, Bireshwar; DZIERBA, Carolyn Diane; NARA, Susheel Jethanand; KARATHOLUVHU, Maheswaran Sivasamban; WO2015/116492; (2015); A1;,
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