Extracurricular laboratory: Synthetic route of Ethyl 2-methylnicotinate

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 1721-26-2, Ethyl 2-methylnicotinate.

Application of 1721-26-2, 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. 1721-26-2, name is Ethyl 2-methylnicotinate, molecular formula is C9H11NO2, 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.

Step A. 3-Hydroxymethyl-2-methyl-pyridine Prepared according to a slightly modified procedure of I. M. Bell et al., J. Med. Chem. 41, 2146-2163 (1998). To a stirred solution of ethyl 2-methylnicotinate (2.0 g, 12.1 mmol) in tetrahydrofuran (40 mL) cooled to 0° C. was slowly added a 1 M solution of diisobutyl aluminum hydride in tetrahydrofuran (30 mL, 30 mmol). After 5 minutes, the reaction was quenched with saturated aqueous sodium bicarbonate and saturated aqueous sodium potassium tartrate. The aqueous phase was repeatedly extracted with chloroform. The combined organic layers were dried over anhydrous sodium sulfate, filtered and concentrated in vacuo to give 2.5 g of the crude title compound as a yellow oil. The crude material was used as such in the next step. 1H NMR (DMSO-d6, 400 MHz): delta2.40 (s, 3H), 4.49 (d, 2H), 5.23 (t, 1H), 7.16-7.19 (m, 1H), 7.67-7.69 (m, 1H), 8.28-8.31 (m, 1H). MS [(+)APCI, m/z]: 124 [M+H]+.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 1721-26-2, Ethyl 2-methylnicotinate.

Reference:
Patent; Wyeth; US2003/55047; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem