Electric Literature of 15366-34-4, These common heterocyclic compound, 15366-34-4, name is Methyl 1H-pyrazole-3-carboxylate, its 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.
A 50 mL flask was charged with 1.89 g of startingmaterial 1 (15mmol), 1.96 g of starting material 2 (10 mmol),400 mg of Cul (2.0 mmol), 4.5 gofK 2C 0 3 (3.3 mmol) and 0.9mL of trans-N,N’-dimethylcyclohexayldiamine (2.0 mmol).The resulting mixture was stirred at 140 C. for 3 h. After themixture was cooled down to room temperature, 200 mL ofEtOAc was added and the oiganics were washed with water(2×50 mL), brine (2×50 mL). The oiganics were dried overM gS04 and concentrated under reduced pressure. The residuewas purified via flash chromatography on silica gel(0-25% EtOAc in hexanes) to get the desired product 3 (1.2 g,50%).
The synthetic route of 15366-34-4 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; ChemoCentryx, Inc.; Fan, Junfa; Krasinski, Antoni; Lange, Christopher W.; Lui, Rebecca M.; McMahon, Jeffrey P.; Powers, Jay P.; Zeng, Yibin; Zhang, Penglie; US2014/154179; (2014); A1;,
Pyrazole – Wikipedia,
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