Hydrochloric Acid → HCID 66802938, compound

Participants

Reaction Steps

Ethyl chlorooxoacetate (0.12 g, 0.84 mmol) was added to a mixture of (4-amino-6-[(3-fluorophenyl)amino]-N-hydroxy-1,3,5-triazine-2-carboximidamide (prepared in an analogous manner to Intermediate 97, 0.20 g, 0.76 mmol) in pyridine (0.12 mL) and toluene (4 mL) at room temperature. The reaction mixture was stirred at room temperature for 1 h and at 110 C for 3 h. The mixture was then cooled at room temperature; DCM (20 mL) and 1M aq. HCl (50 mL) were added. The phases were separated and the aqueous phase was extracted with DCM (2×20 mL). The organic extracts were combined, dried over sodium sulfate, and concentrated. The crude residue was washed with diethyl ether. The organic filtrate was concentrated and purified by flash chromatography to afford the title compound as a yellow solid (45 mg, 17%). Method D HPLC-MS: MH+ requires m/z=346 Found: m/z=346, Rt=2.70 min (40%).

Provenance & Evidence