Hydrazine → HCID 178456807, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of methyl 3-(2-fluorophenyl)-2-(2-(isopropylamino)benzo[d]thiazol-6-yl)-3-oxopropanoate (63% purity, 0.260 g) in glacial AcOH (4 mL) and EtOH (2 mL) was added anhydrous hydrazine (0.18 mL, 5.73 mmol) at 0° C. The resulting mixture was heated at 85° C. for 4 hr. After it cooled to rt, the mixture was diluted with water (40 mL), basified with concentrated ammonium hydroxide to pH 8, and extracted with AcOEt (3×30 mL). The combined extract was washed with brine and dried over anhydrous MgSO4. The title compound (55.0 mg, 27% yield over two steps) was isolated by ISCO (8% MeOH/CH2Cl2). (M+H)+=369.21.

Provenance & Evidence