Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 171178-45-3, name is tert-Butyl (6-chloropyridin-3-yl)carbamate. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of tert-Butyl (6-chloropyridin-3-yl)carbamate
tert-Butyl(6-chloro-4-(4-hydroxytetrahydro-2H-pyran-4-yl)pyridin-3- yl)carbamate. BuLi(2.166 mL, 5.70 mmol) was added to the diethyl ether (17 mL) solution of TMEDA(0.706 mL, 4.68 mmol) and tert-butyl (6-chloropyridin-3- yl)carbamate (0.4653g, 2.035 mmol) at -78 C. The reaction was stirred at this temperature for 1hour. Dihydro-2H-pyran-4(3H)-one (0.230 mL, 2.442 mmol) wasadded to the reaction mixture (at this moment, the bath temperature was -75C).The reaction was stirred for 2.5 hours before quenched with NH4CI (sat.). Thereaction was diluted with ethyl acetate and washed with water three times. Theorganic layer was separated, dried (Na2SC”4), filtered and concentrated.Flash column eluted with ethyl acetate in hexane from 0 to 25% to 50%> gavethe desired product (0.3600g, 45% yield, 83% pure). MS(ES+) m/e 329 [M+H]+.
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Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; LUO, Guanglin; CHEN, Ling; DUBOWCHIK, Gene M.; JACUTIN-PORTE, Swanee E.; VRUDHULA, Vivekananda M.; PAN, Senliang; SIVAPRAKASAM, Prasanna; MACOR, John E.; WO2015/69594; (2015); A1;,
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