Diisopropylethylamine → N-(2-(benzofuran-3-yl)ethyl)-5-(3-fluorobenzyl)isoxazole-3-carboxamide

A solution of the 5-(3-fluorobenzyl)isoxazole-3-carboxylic acid (0.057 g, 0.257 mmol), 2-(benzofuran-3-yl)ethanamine (0.042 g; 0.260 mmol), HATU (0.108 g; 0.285 mmol) and N,N-diisopropylethylamine (0.112 mL; 0.649 mmol) in DMF (3 mL), was stirred at room temperature overnight. The reaction mixture was partitioned between ethyl acetate and sodium hydrogen sulfate, the organic layer was washed with sodium carbonate, brine, dried and concentrated under reduced pressure. The crude mixture was purified by preparative HPLC (method 2) to yield 0.008 g (9%) of the title compound as a white solid.

1. customThe reaction mixture was partitioned between ethyl acetate and sodium hydrogen sulfate
2. washthe organic layer was washed with sodium carbonate, brine
3. customdried
4. concentrationconcentrated under reduced pressure
5. customThe crude mixture was purified by preparative HPLC (method 2)

ORD 기록

ord-cc5359c9b1594e5a8cfb81fada5fb9f8

출처 데이터셋

uspto-grants-2016_09

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US09434722B2