New downstream synthetic route of 3-(Tributylstannyl)pyridine

The chemical industry reduces the impact on the environment during synthesis 59020-10-9, I believe this compound will play a more active role in future production and life.

Synthetic Route of 59020-10-9, 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.59020-10-9, name is 3-(Tributylstannyl)pyridine, molecular formula is C17H31NSn, molecular weight is 368.1447, as common compound, the synthetic route is as follows.

General procedure: 4.Aryl halide (0.5 mmol), base (1 mmol), CuI (20 mol %), alkylstannylpyridine(0.75 mmol), and catalyst (1 mol %) were dissolvedin DMF (2 mL) in a 10 mL vial and heated at a specific temperatureunder N2 for 12 h. After the reaction was complete, and thenquenched with water. The mixture was diluted with ethyl acetate(10 mL), filtered through a pad of Celite, and followed by extractionwith ethyl acetate for three times. The combined organic layer wasdried over anhydrous Na2SO4, filtered, and evaporated under reducedpressure. The residual was purified by flash chromatographyon silica gel (ethyl acetate/hexane) to give the desired product.3.12 1-[4-(Pyridin-3-yl)phenyl]ethanone (3la) 19 Yellow solid, mp 74-75 C; 1H NMR (400 MHz, CDCl3): delta=8.89 (s, 1H), 8.66 (s, 1H), 8.07 (d, J=7.96 Hz, 2H), 7.91 (d, J=7.52 Hz, 1H), 7.68 (d, J=7.92 Hz, 2H), 7.40-7.42 (m, 1H), 2.65 (s, 3H); 13C NMR (100 MHz, CDCl3): delta=26.7, 123.7, 127.3, 129.1, 134.5, 135.4, 136.5, 142.3, 148.3, 149.3, 197.5; HRMS-ESI (m/z): [M+H]+ calcd for C13H12NO+: 198.0913, found: 198.0918.

The chemical industry reduces the impact on the environment during synthesis 59020-10-9, I believe this compound will play a more active role in future production and life.

Reference:
Article; Ma, Gaizhi; Leng, Yuting; Wu, Yusheng; Wu, Yangjie; Tetrahedron; vol. 69; 2; (2013); p. 902 – 909;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem