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.131747-62-1, name is 3-(Trifluoromethyl)pyridine-2-carboxaldehyde, molecular formula is C7H4F3NO, molecular weight is 175.108, as common compound, the synthetic route is as follows.Recommanded Product: 131747-62-1
General procedure: A solution of lithium hydroxide (0.8 mg, 0.03 mmol) and 2′-methoxyacetophenone (26 mg, 0.157 mmol) in absolute methanol (1.5 mL) was stirred at room temperature for 15 min. To the resulting mixture was added a solution of 2-(trifluoromethyl)-3-pyridinecarboxaldehyde (6a, 28 mg, 0.16 mmol) in absolute methanol (15 mL). The reaction was stirred overnight at room temperature (approx. 18 h). The reaction was then concentrated on a rotary evaporator and the resulting oily residue purified by chromatography on silica gel using a gradient of 0-100% ethyl acetate in hexane to provide the desired product (17 mg, 35%) as a light yellow waxy solid. Prepared using the general method from lithium hydroxide (1.2 mg, 0.01 mmol), 2′-methoxyacetophenone (72 mg, 0.48 mmol) and 3-trifluoromethyl-2-pyridinecarboxaldehyde (6d, 85 mg, 0.49 mmol) in absolute methanol (final reaction volume = 4 mL). The reaction mixture was purified by chromatography on silica gel (gradient of 0-100% ethyl acetate in hexane) to give the desired product as a yellow oil that hardened upon standing (77 mg, 54%). 1H NMR (CDCl3) delta 8.82 (d, J = 4.3 Hz 1H), 8.12 (d, J = 15.0 Hz, 1H), 8.01 (dd, J = 8.0, 1.6 Hz, 1H), 7.93 (dd, J = 15.0, 1.9 Hz, 1H), 7.70 (dd, J = 7.6, 1.8 Hz, 1H), 7.51 (t, J = 7.4 Hz, 1H), 7.41 (dd, J = 7.5, 4.6 Hz, 1H), 7.07 (t, J = 7.5 Hz, 1H), 7.02 (d, J = 8.1 Hz, 1H), 3.93 (s, 3H). 13C NMR (CDCl3) delta 192.4, 158.6, 152.3, 151.6, 135.4, 134.1, 133.9, 133.5, 130.6, 128.8, 125.8, 125.1, 123.2, 120.8, 111.6, 55.7. HRMS (FAB): calcd C16H12F3NO2 + H = 308.0898, found 308.0897.
At the same time, in my other blogs, there are other synthetic methods of this type of compound,131747-62-1, 3-(Trifluoromethyl)pyridine-2-carboxaldehyde, and friends who are interested can also refer to it.
Reference:
Article; Lounsbury, Nicole; Mateo, George; Jones, Brielle; Papaiahgari, Srinivas; Thimmulappa, Rajash K.; Teijaro, Christiana; Gordon, John; Korzekwa, Kenneth; Ye, Min; Allaway, Graham; Abou-Gharbia, Magid; Biswal, Shyam; Childers, Wayne; Bioorganic and Medicinal Chemistry; vol. 23; 17; (2015); p. 5352 – 5359;,
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