Reference of 20249-16-5, A common heterocyclic compound, 20249-16-5, name is 3-Oxocyclobutanecarbonitrile, molecular formula is C5H5NO, 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.
To a suspension of sodium hydride (80 mg, 1 .998 mmol) in dry Tetrahydrofuran (10 mL) cooled to 0 C with an ice bath was added dropwise a solution of ethyl 2- (diethoxyphosphoryl)acetate (448 mg, 1 .998 mmol) in Tetrahydrofuran (10 mL). The bath was removed and the mixture was stirred for 1 h at rt. The mxiture was then re-cooled to 0 C with an ice bath and a solution of 3-oxocyclobutanecarbonitrile (190 mg, 1 .998 mmol) in Tetrahydrofuran (2 mL) was then was added dropwise. The resulted mixture was then stirred overnight at rt. Water (20 ml) and diethyl ether (50 ml) were added, the aqueous phase was extracted with diethyl ether (2×20 ml), the combined extracts were washed with water and brine, dired over anhydrous Na2S04 and concentrated to give the title compound ethyl 2-(3- cyanocyclobutylidene)acetate (200 mg, 1 .21 1 mmol, 60.6 % yield) as a clorless oil. m/z: [M + H]+ Calcd for C9H12NO2 166.2; Found 166.
The synthetic route of 20249-16-5 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; GLAXOSMITHKLINE (CHINA) R&D COMPANY LIMITED; BARBE, Guillaume; BOHNERT, Gary; CALANDRA, Nicholas; LAMBERT III, Millard Hurst; LU, Hongfu; LOBERA, Mercedes; RAMANJULU, Joshi; REN, Feng; YANG, Ting; (337 pag.)WO2019/63748; (2019); A1;,
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