Diisopropylethylamine → tert-butyl-(2R)-4-((6-bromo-1-oxo-2-(phenylsulfonyl)-1,2-dihydroisoquinolin-4-yl)methyl)-2-(hydroxymethyl)piperazine-1-carboxylate

Participants

Reaction Conditions

Reaction Steps

A solution of 6-bromo-4-(bromomethyl)-2-(phenylsulfonyl)isoquinolin-1(2H)-one (Example 11d, 1.75 g) in THF (20 mL) was treated with (R)-tert-butyl ethyl(1-hydroxy-3-(methylamino)propan-2-yl)carbamate (0.98 g) and N,N-diisopropylethylamine (0.80 mL) under nitrogen. The resulting solution was stirred at 50° C. for 1 h. The reaction mixture was diluted with water (300 mL), and extracted with ethyl acetate (250 mL×2). The combined organics were dried (MgSO4), filtered and evaporated. Triturated with diethyl ether/isohexane (1:1) afforded the subtitle compound (2.30 g) as a solid.

Provenance & Evidence