Synthetic Route of 38427-94-0, 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.38427-94-0, name is tert-Butyl pyridin-2-ylcarbamate, molecular formula is C10H14N2O2, molecular weight is 194.23, as common compound, the synthetic route is as follows.
(3-Formyl-pyridin-2-yl)-carbamic Acid tert-Butyl Ester (5-2) tert-Butyllithium (1.7 M, 14.5 mL, 24.6 mmol, 2.39 equiv) was added to a solution of pyridin-2-yl-carbamic acid tert-butyl ester (5-1, 2.00 g, 10.3 mmol, 1 equiv) in ethyl ether (100 mL) at -78 C., and the resulting mixture was warmed to 0 C. and stirred for 1 h. N,N-Dimethylformamide (8.00 mL, 103 mmol, 10.0 equiv) was added with rapid stirring. The mixture was stirred at 0 C. for 10 min, then partitioned between half-saturated aqueous ammonium chloride solution (100 mL). The aqueous layer was further extracted with ethyl acetate (100 mL), and the combined organic layers were dried over sodium sulfate and concentrated. The residue was purified by flash column chromatography (40% ethyl acetate in hexanes) to afford (3-formyl-pyridin-2-yl)-carbamic acid tert-butyl ester (5-2) as a white solid. 1H NMR (300 MHz, CDCl3) delta 10.18 (br s, 1H), 9.91 (s, 1H), 8.64 (dd, 1H, J=4.9, 2.9 Hz), 7.98 (dd, 1H, J=7.6, 2.0 Hz), 7.12 (dd, 1H, J=7.6, 4.9 Hz), 1.55 (s, 9H); TLC (40% EtOAc/hexanes), Rf=0.41.
The chemical industry reduces the impact on the environment during synthesis 38427-94-0, I believe this compound will play a more active role in future production and life.
Reference:
Patent; Merck & Co., Inc.; US6479512; (2002); B1;,
Pyridine – Wikipedia,
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