Hydrochloric Acid → (E)-3-(4-{5-[(Cyclopropyl-methyl-amino)-methyl]-2-methyl-phenylethynyl}-phenyl)-acrylic acid

A solution of (E)-3-(4-{5-[(cyclopropyl-methyl-amino)-methyl]-2-methyl-phenylethynyl}-phenyl)-acrylic acid ethyl ester (Intermediate 100, 0.14 g, 0.37 mmol) in ethanol (3 mL) and tetrahydrofuran (3 mL) was treated with a 3M solution of potassium hydroxide (1 mL, 3 mmol) and the resulting reaction mixture was stirred at ambient temperature overnight. The reaction mixture was neutralized with 5% aqueous hydrochloric acid and extracted with ethyl acetate. The organic phase was washed with water and brine, and dried over anhydrous sodium sulfate, filtered and evaporated in vacuo to a residue that was subjected to flash column chromatography over silica gel (230-400 mesh) using 5% methanol in ethyl acetate as the eluent to afford the title product as an amorphous solid (0.071 g, 55%).

1. customthe resulting reaction mixture
2. extractionextracted with ethyl acetate
3. washThe organic phase was washed with water and brine
4. dry with materialdried over anhydrous sodium sulfate
5. filtrationfiltered
6. customevaporated in vacuo to a residue that

ORD 기록

ord-a167846dada2481d9926a12e21bf3069

출처 데이터셋

uspto-grants-2008_12

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US07468391B2