A new synthetic route of 64922-04-9

Related Products of 64922-04-9, 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. 64922-04-9 name is Ethyl 1H-1,2,4-triazole-5-carboxylate, This 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.

Preparation of Intermediate 1: 4-(3-Methanesulfonyloxymethyl-[l,2,4]triazol-l- yl)-piperidine-l-carboxylic acid tert-butyl esterStep 1: 4-(3-Methoxycarbonyl-[l,2,4]triazol-l-yl)-piperidine-l-carboxylic acid tert-butyl ester; To a solution of IH-[1, 2,4]triazole-3-carboxylic acid ethyl ester (1.05 g, 8.23 mmol) in dimethylformamide (50 rnL) was added sodium hydride (60%, 0.395 g, 9.88 mmol). The solution was stirred at room temperature for 20 minutes followed by 1 hour at 70 0C. 4-methanesulfonyloxy-piperidine-l-carboxylic acid tert-butyl ester (2.3 g, 8.23 mmol) was then added in a single portion and heated at 70 0C for 40 hours. The solution was cooled to 0 0C and the salt precipitate was removed by filtration. The filtrate was diluted with dichloromethane and washed with water, brine, dried over sodium sulfate, filtered and concentrated in vacuo. The residue was purified by flash chromatograph on silica gel with Hexanes and EtOAc to afford the desired product. 1H NMR (CDCl3): 5 8.18 (IH, s), 4.40 (IH, m), 4.22 (2H, m), 3.96 (3H, s), 2.82 (2H, m), 2.12 (2H, m), 1.94 (2H, m), 1.41 (9H, s).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 1H-1,2,4-triazole-5-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; METABOLEX, INC.; WO2009/14910; (2009); A2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics