{"id":5184,"date":"2021-07-06T04:06:03","date_gmt":"2021-07-05T20:06:03","guid":{"rendered":"https:\/\/www.pyrazoles-derivatives.com\/?p=5184"},"modified":"2021-07-06T04:06:03","modified_gmt":"2021-07-05T20:06:03","slug":"a-new-synthetic-route-of-51105-90-9","status":"publish","type":"post","link":"https:\/\/www.pyrazoles-derivatives.com\/?p=5184","title":{"rendered":"A new synthetic route of 51105-90-9"},"content":{"rendered":"

Synthetic Route of 51105-90-9<\/a>,Some common heterocyclic compound, 51105-90-9, name is Methyl 1H-pyrazole-4-carboxylate, molecular formula is C5H6N2O2, 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.<\/p>\n

DIAD (9.39 ml, 43.61 mmol) was added dropwise to an ice-cooled solution of methyl 1 H-pyrazole-4- carboxylate (5 g, 39.65 mmol), tert-butyl (2-hydroxyethyl)carbamate (6.13 ml, 39.65 mmol) and PPrtj (1 1 .44 g, 43.61 mmol) in THF (300 ml). The reaction was then allowed to warm to room temperature and stirred for 1.5 h. The reaction mixture was quenchedwith water (150 ml) and the layers separated. The aqueous layer was extracted using EtOAc (3 x 150 ml). The combined organic layers were washed with brine, dried (MgS04), filtered and the solvent evaporated to give the crude product. Purification by flasn column chromatography (eluting with a gradient of 15-100% EtOAc \/ heptane) gave the title compound (1 1 .3 g, 68%) as a white solid. 1 H-NMR (CDCI3, 500 MHz): d[ppm]= 7.93 (s, 1 H), 7.87 (s, 1 H), 4.25 (t, J = 5.3 Hz, 2H), 3.83 (s, 3H), 3.61- 3.54 (m, 2H), 1.44 (s, 9H) HPLCMS (Method A): [m\/z]: 270.1 [M+Hf<\/p>\n

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 1H-pyrazole-4-carboxylate, its application will become more common.<\/p>\n

Reference:
Patent; VIFOR (INTERNATIONAL) AG; DUeRRENBERGER, Franz; BUHR, Wilm; BURCKHARDT, Susanna; BURGERT, Michael; KALOGERAKIS, Aris; REIM, Stefan; MANOLOVA, Vania; BOYCE, Susan; YARNOLD, Christopher John; PENA, Paula; SHEPHERD, Jon; LECCI, Cristina; JARJES-PIKE, Richard; SCOTT, John; (416 pag.)WO2017\/68089; (2017); A2;<\/a>,
Pyrazole – Wikipedia<\/a>,
Pyrazoles – an overview | ScienceDirect Topics<\/p>\n","protected":false},"excerpt":{"rendered":"

These compound has a wide range of applications. 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