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ChemicalBook CAS DataBase List ETHYL 3-(2-AMINO-5-BROMOPYRIDIN-3-YL)ACRYLATE

ETHYL 3-(2-AMINO-5-BROMOPYRIDIN-3-YL)ACRYLATE synthesis

2synthesis methods
-

Yield:227963-57-7 82%

Reaction Conditions:

with dichlorobis(tri-O-tolylphosphine)palladium;triethylamine in N,N-dimethyl-formamide at 100; for 6 h;

Steps:

12 Ethyl (E)-3-(6-aminopyridin-3-yl)acrylate

To a solution of 5-bromopyridin-2-amine (0.568 g) in dimethylformamide (6 mL) were added ethyl acrylate (0.429 mL), triethylamine (0.682 mL), and dichloro di(tri(o-tolylphosphine))palladium (0.262 g). The mixture was stirred at 100° C. for 6 hours, and then thereto was added aqueous saturated sodium bicarbonate solution. The mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and filtered, and then the solvent was removed under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (0.520 g) (yield 82%). (0387) LC/MS, Condition D, Retention time 0.59 min, obs MS[M+1]193.1

References:

US10898469,2021,B2 Location in patent:Page/Page column 43

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