Hydrazine hydrate (1:1) → HCID 66632332, compound

Participants

Reaction Conditions

Reaction Steps

Slurried (S)-2-(1-(2-methyl-6-(pyridin-2-yl)thieno[2,3-b]pyridin-5-yl)ethyl)isoindoline-1,3-dione (60 mg, 0.150 mmol) in 3.5 mL of ethanol was warmed to 60° C. and hydrazine monohydrate (73.0 μL, 1.502 mmol) was added. The reaction was stirred at 60° C. for 2 h, cooled to RT and diluted with ethyl acetate. The reaction was filtered and concentrated. The resulting residue was redissolved in ethyl acetate and washed with water and brine, dried over MgSO4, filtered and concentrated to afford crude (S)-1-(2-methyl-6-(pyridin-2-yl)thieno[2,3-b]pyridin-5-yl)ethanamine. 1H NMR (400 MHz, CDCl3) δ 8.67 (ddd, J=4.9, 2.7, 1.2 Hz, 1H), 8.19 (s, 1H), 7.85 (m, 2H), 7.32 (ddd J=7.0, 4.9, 1.8 Hz, 1H), 6.93 (q, J=1.2 Hz, 1H), 4.60 (q, J=6.6 Hz, 1H), 2.63 (d, J=1.2 Hz, 3H), 2.20 (br s, 3H), 1.43 (d, J=6.6 Hz, 3H) ppm. LC/MS (M+1, found=270.1).

Provenance & Evidence