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915307-79-8

tert-butyl (6-chloro-4-((2-propoxyethyl)amino)pyridin-3-yl)carbamate synthesis

4synthesis methods
-

Yield:915307-79-8 82%

Reaction Conditions:

in ethanol; for 22 h;Heating / reflux;

Steps:

1.3; 5.3

A solution of tert-butyl 6-chloro-4-fluoropyridin-3-ylcarbamate (11.96 g, 48.5 mmol) and 2-n-propoxyethylamine (11.8 mL, 97.2 mmol, TCI) in ethanol (120 mL) was stirred at reflux for 22 hours. The reaction was cooled to room temperature and solvent was removed at reduced pressure to give a yellow solid which was triturated with diethyl ether and filtered to give 6-chloro-4-[(2-propoxyethyl)amino]pyridin-3-ylcarbamate as a white solid. (13.08 g, 82% yield). 1H NMR (CDCl3) δ 7.92 (1H), 6.54 (1H), 5.77 (1H), 5.11 (1H), 3.65 (2H), 3.44 (2H), 3.34-3.29 (2H), 1.65-1.56 (2H), 1.49 (9H), 0.94 (3H).

References:

US2007/249615,2007,A1 Location in patent:Page/Page column 32; 34