Trifluoroacetic acid → HCID 67001644, compound

Participants

Reaction Conditions

Reaction Steps

A solution of the product of Example 64A (0.50 g, 1.570 mmol) in CH2Cl2 (3 mL) was stirred with ice cooling as trifluoroacetic acid (2 mL) was added over 1 minute. The resulting solution was stirred at 0° C. for 50 minutes and then allowed to warm to room temperature for 1 hour. The mixture was concentrated under vacuum, and the residue was taken up in 6% NaOH (12 mL) and CH2Cl2 (5 mL), and p-fluorobenzoyl chloride (0.45 g, 2.8 mmol) was added. The mixture was stirred at room temperature for 13 hours and then filtered through diatomaceous earth with a CHCl3 (25 mL) rinse. The aqueous layer was extracted with CHCl3 (2×25 mL) and the combined extract was dried (Na2SO4) and concentrated under vacuum. The residue was purified by chromatography (SiO2, CH2Cl2-methanol-15 M NH4OH, 95:5:0.5) to provide the title compound: MS (DCI) m/z 341 (M+H)+.

Provenance & Evidence