With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.130721-78-7, name is tert-Butyl (4-chloropyridin-2-yl)carbamate, molecular formula is C10H13ClN2O2, molecular weight is 228.68, as common compound, the synthetic route is as follows.Formula: C10H13ClN2O2
To a stirred solution of compound 5-(5- chloro-2-fluorophenyl)-6-methoxy-N2,N2-dimethylpyridine-2, 3-diamine (0.5 g, 1.69 mmol, 1.0 eq) and tert-butyl (4-chloropyridin-2-yl)carbamate (0.463 g, 2.02 mmol, 1.2 eq) in dioxane (20 mL) was added Cs2C03 (2.20 g, 6.76 mmol, 4.0 eq) at rt. The resulting mixture was purged with nitrogen for 10 min followed by addition of Pd2(dba)3 (0.185 g, 0.20 mmol, 0.12 eq) and xantphos (0.146 g, 0.25 mmol, 0.15 eq), again purged with nitrogen for 10 min. The reaction mixture was heated at l30C for 48 h. The progress of reaction was monitored by LCMS. The reaction mixture was filtered through celite, the residue was washed with EtOAc (10 mL). The filtrate was concentrated and purified by combi flash chromatography [silica gel 100-200 mesh; elution 0-10 MeOH in DCM] to afford the desired compound (150 mg, 22.83%) as brown solid. LCMS: (M+l)+ 388.2.
At the same time, in my other blogs, there are other synthetic methods of this type of compound,130721-78-7, tert-Butyl (4-chloropyridin-2-yl)carbamate, and friends who are interested can also refer to it.
Reference:
Patent; INTEGRAL BIOSCIENCES PVT. LTD.; PUJALA, Brahmam; PENDHARKAR, Dhananjay; AGARWAL, Anil Kumar; KUMAR, Varun; ARYA, Satish Kumar; CHAKRAVARTY, Sarvajit; (0 pag.)WO2020/12357; (2020); A1;,
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