Some common heterocyclic compound, 37687-24-4, name is Diethyl 3,5-pyrazoledicarboxylate, molecular formula is C9H12N2O4, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Formula: C9H12N2O4
Example 27; Preparation of (5R, 6Z)-7-oxo-6- [ (4-oxo-6, 7-dihydro-4H-pyrazo . o [5, 1-c] [1, 4] oxazin-2- yl) methylene]-4-thia-1-azabicyclo [3. 2. 0] hept-2-ene-2-carboxylic Acid. Step 1: Diethyl 1- (2-frtert-butyl (dimethvl) silvlloxylethyl)-1H-ayrazole-3, 5- dicarboxvlate To a solution of diethyl 3, 5-pyrazoledicarboxylate (2.17 g, 10 mmol) in acetonitrile (10 ml), under nitrogen, was added potassium carbonate (2.07 g, 15 mmol), and 2- bromoethoxy-t-butyldimethylsilane (2.90 g, 12 mmol). The mixture was stirred at reflux for 18 hr. It was then cooled to room temperature, diluted with ethyl acetate (20 ml), and filtered through Magnesol. The filter pad was eluted wtih 2 x 10 mi of ethyl acetate, and the combined filtrate was evaporated. The residue was dissolved in hexanes and passed through a column of silica gel (70 g). After eluting with hexanes (100 ml), the column was eluted with ethyl acetate. The ethyl acetate eluent was evaporated to give 3.71 g of a colorless oil ; MS m/e 371 (MH+).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 37687-24-4, its application will become more common.
Reference:
Patent; WYETH; WO2003/93277; (2003); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics