Toluene → HCID 45256715, compound

Participants

Reaction Steps

To a solution of tert-butyl 4-({2-(3-{[tert-butyl(dimethyl)silyl]oxy}-2,2-dimethylpropyl)-6-[5-(cyclopropylcarbamoyl)-3-fluoro-2-methylphenyl]-1-oxo-1,2-dihydroisoquinolin-4-yl}sulfonyl)-1,4-diazepane-1-carboxylate (Example 46d, 0.055 g) in DCM (4 mL) was added trifluoroacetic acid (1 mL), and the reaction was stirred at room temperature overnight. Toluene (6 mL) was added and the volatiles removed in vacuo (repeated 3 times). The residue was dissolved in methanol and purified by SCX, flushing with methanol (impurities), and eluting the product with 0.7 N methanolic ammonia. Purification by preparative HPLC (Phenomenex Gemini column using a 95-5% gradient of 0.2% aqueous trifluoroacetic acid in acetonitrile as eluent), evaporation of solvents and trituration with diethyl ether gave the title compound (0.011 g) as a white solid.

Provenance & Evidence