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. 69950-65-8, name is Methyl 6-formyl-2-pyridinecarboxylate, molecular formula is C8H7NO3, 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. Application In Synthesis of Methyl 6-formyl-2-pyridinecarboxylate
To a solution of methyl 6-formylpicolinate (165 mg, 0.999 mmol) in THF (5 mL) was added dropwise phenylmagnesium chloride (0.6 mL, 1.2 mmol, 2 M in THF) at -78 C. The reaction mixture was stirred at -78 C for 5 min, and then room temperature for 10 min. The reaction was quenched by the addition of saturated aqueous ammonium chloride, and then extracted with ethyl acetate. The conbined organic layer was washed with brine, and dried over Na2SO4. The mixture was concentrated in vacuo. The crude material was purified by flash column chromatography on silica gel (Hexane:AcOEt = 1:1) to give 8e as a slightly yellow oil (120 mg, 49%). 1H NMR (400 MHz, CDCl3) delta 4.01 (3H, s), 5.11 (1H, d, J = 2.4 Hz), 5.85 (1H, d, J = 2.4 Hz), 7.26-7.42 (6H, m), 7.76 (1H, t, J = 7.3 Hz), 8.02 (1H, d, J = 7.3 Hz). 13C NMR (100 MHz, CDCl3) delta 52.8, 75.1, 123.9, 124.8, 127.1, 128.0, 128.6, 137.8, 142.5, 146.3, 161.5, 165.4. IR (ATR) nmax 3414, 3063, 3030, 2952, 1722, 1588, 1494, 1438, 1286, 1193, 1135, 1051 cm-1. MS (ESI) 244 (M+H)+. HRMS (ESI) calcd for C14H14NO3 (M+H)+ 244.09737, found 244.09731.
With the rapid development of chemical substances, we look forward to future research findings about 69950-65-8.
Reference:
Article; Nishigaya, Yosuke; Umei, Kentaro; Watanabe, Daisuke; Kohno, Yasushi; Seto, Shigeki; Tetrahedron; vol. 72; 12; (2016); p. 1566 – 1572;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem