反应详情

A suspension of (6-bromo-1,2-benzisoxazol-3-yl)acetic acid (Intermediate 32) (0.10 g) and HATU (0.18 g) in tetrahydrofuran (5 ml) was stirred at room temp. for 10 min then treated with 1-hydroxybenzotriazole (0.05 g) 2-aminoethanol (0.03 ml) and diisopropylethylamine (0.2 ml). The mixture was stirred for a further 18 h then concentrated under vacuum. The residue was partitioned between dichloromethane (5 ml) and 2M aqueous sodium carbonate (5 ml). The organic layer was dried using a hydrophobic filter tube then applied to a Varian Bond-Elut SPE cartridge. Sequential elution with dichloromethane, ether, ethyl acetate, acetonitrile and acetone yieldded the title compound as a white solid (0.08 g).

1. stirringThe mixture was stirred for a further 18 h
2. concentrationthen concentrated under vacuum
3. customThe residue was partitioned between dichloromethane (5 ml) and 2M aqueous sodium carbonate (5 ml)
4. customThe organic layer was dried
5. washSequential elution with dichloromethane, ether, ethyl acetate, acetonitrile and acetone