Electric Literature of 76006-08-1 , The common heterocyclic compound, 76006-08-1, name is 5-Chloro-1H-pyrazolo[3,4-c]pyridine, molecular formula is C6H4ClN3, 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 solution of 5-chloro-lH-pyrazolo[3,4-c]pyridine (130 mg, 0.847 mmol) dissolved in N,N-dimethylformamide (5.00 ml) was added cesium carbonate (579 mg, 1.778 mmol) followed by tert-butyl 4-((methylsulfonyl)oxy)-2-oxopiperidine-l-carboxylate (273 mg, 0.931 mmol). The reaction mixture stirred at room temperature overnight. LC/MS analysis indicated that the desired product was not obtained. The reaction was heated to 65C and stirred overnight. The mixture was filtered through a 0.2 mm Millex syringe-driven filter unit, washed with methanol (2 x 6 mL) and concentrated to dryness under reduced pressure. The crude mixture was purified by reverse phase HPLC (10% to 90% AcetonitrileAVater + 0.1% TFA, over 10 minutes) to provide the desired product tert-butyl 4-(5-chloro-lH-pyrazolo[3,4-c]pyridin-l- yl)-2-oxopiperidine-l -carboxylate. LCMS (ESI) calc’d for C16H19CIN4O3 [M+H]+ = 351, found 351
The synthetic route of 76006-08-1 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; MERCK SHARP & DOHME CORP.; SILIPHAIVANH, Phieng; METHOT, Joey; LIPFORD, Kathryn Ann; MOLINARI, Danielle; SLOMAN, David, L.; WITTER, David; ZHOU, Hua; BOYCE, Christopher; HUANG, Xianhai; LIM, Jongwon; GUERIN, David; KARUNAKARAN, Ganesh Babu; BAKSHI, Raman Kumar; LIU, Ziping; FU, Jianmin; WAN, Zhilong; LIU, Wei; (216 pag.)WO2016/100050; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem