Potassium tert-butoxide → HCID 71136946, compound

Participants

Reaction Steps

To a solution of tert-butyl ((2R,6S,7R,13aS,14aR,16aS,Z)-14a-((cyclopropylsulfonyl)carbamoyl)-2-hydroxy-7,11-dimethyl-5,16-dioxo-1,2,3,5,6,7,8,9,10,11,13a,14,14a,15,16,16a-hexadecahydrocyclopropa[e]pyrrolo[1,2-a][1,4]diazacyclopentadecin-6-yl)carbamate (500 mg, 0.8 mmol) and 1,5-dichloro-4-methoxyisoquinoline (230 mg, 1.0 mmol) in DMSO (5 mL) was added t-BuOK (1 M solution in THF, 450 mg, 4.0 mmol) at room temperature under nitrogen atmosphere. The reaction mixture was stirred at room temperature for 2 h. The reaction mass was quenched with aqueous citric acid solution and extracted with ethyl acetate (150 mL×3). The combined organic layer was washed with water, brine solution, dried over anhydrous Na2SO4 and concentrated under reduced pressure to get crude compound as diastereomer mixture. MS: MS m/z 789.3 (M++1).

Provenance & Evidence