Ethyl 6-amino-5-bromonicotinate → (6-Amino-5-bromopyridin-3-yl)methanol

Participants

Reaction Steps

To a solution of ethyl 6-amino-5-bromonicotinate (2.31 g, 10 mmol) in tetrahydrofuran (20 mL) at RT was added LAH (10 mL, 1M in tetrahydrofuran) dropwise. After stirring for 1 h, the mixture was quenched with water (0.2 mL) and the resultant precipitate was filtered and washed with ethyl acetate. The filtrate was concentrated in vacuo to afford (6-amino-5-bromopyridin-3-yl)methanol (2.0 g, 99%) as a solid. LC/MS; (M+H)+=203, 205 (1:1 ratio). 1H NMR (CD3OD, 300 MHz) δ 7.79 (s, 1H), 7.67 (s, 1H), 4.35 (br S, 2H).

Provenance & Evidence