反应详情

DIPEA (0.8 mL, 4.77 mmol) was added to a suspension of 3-[4-(azetidin-1-ylcarbonyl)-2-fluorophenoxy]-5-((1S)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-methylethoxy)benzoic acid (800 mg, 1.59 mmol), HATU (787 mg, 2.07 mmol) and 5-amino-3-methyl-1,2,4 thiadiazole (549 mg, 4.77 mmol) in DMF (110 mL). The resulting mixture was stirred at ambient temperature for 16 hours, water (150 mL) was added and the mixture extracted with ethyl acetate. The extracts were combined, washed with brine, dried (MgSO4), filtered and evaporated in vacuo to give the crude product which was chromatographed on silica, eluting with 75% ethyl acetate in isohexane, to give the desired compound (950 mg).

1. extractionthe mixture extracted with ethyl acetate
2. washwashed with brine
3. dry with materialdried (MgSO4)
4. filtrationfiltered
5. customevaporated in vacuo
6. customto give the crude product which
7. customwas chromatographed on silica
8. washeluting with 75% ethyl acetate in isohexane