Hydrazine hydrate (1:1) → 2,2-Difluoro-2-(quinolin-6-yl)acetohydrazide

Participants

Reaction Conditions

Reaction Steps

Difluoro-quinolin-6-yl-acetic acid ethyl ester (836 mg, 3.33 mmol) was dissolved in MeOH (13 mL). Hydrazine monohydrate (1.5 mL, 16.8 mmol) was added. The mixture was heated at 45° C. for 30 min, cooled to rt, concentrated, and taken up in DCM. The organic layer was dried over MgSO4, filtered and concentrated in vacuo to give a crude product, which was purified by silica gel column to give the title compound as light orange solid (400 mg, 51%). 1H-NMR (400 MHz, CDCl3). ppm 3.99 (br s, 2H), 7.51 (m, 1H), 7.92 (m, 1H), 8.15 (s, 1H), 8.20-8.26 (q, 2H), 9.02 (m, 1H).

Provenance & Evidence