反应详情

3-Fluoroazetidine hydrochloride (26.7 mg, 0.239 mmol), methyl 4-{5-[4-({(4S,5R)-5-[3,5-bis(trifluoromethyl)phenyl]-4-methyl-2-oxo-1,3-oxazolidin-3-yl}methyl)-2-(methylsulfonyl)pyrimidin-5-yl]-6-methoxypyridin-3-yl}-3,5-dimethylbenzoate (INTERMEDIATE 44, 60 mg, 0.080 mmol), THF (800 μl) and triethylamine (55.6 μl, 0.399 mmol) were stirred at 100° C. for 10 minutes in the microwave reactor. Once complete, the reaction was partitioned between water and ethyl acetate. The organic was then washed with brine, dried over sodium sulfate, filtered and evaporated. The crude was purified by silica gel chromatography, eluting with 25-100% ethyl acetate/hexanes to give the titled compound. 1H NMR (CDCl3, 500 MHz): δ8.15 (s, 1H), 68.02 (d, 1H), 67.89 (s, 1H), 67.80 (s, 2H), 67.74 (s, 2H), 67.28 (d, 1H), 65.71 (d, 1H), 65.51 (m, 0.5H), 65.40 (m, 0.5H), 64.71 (d, 1H), 64.45 (m, 3H), 64.30 (m, 2H), 64.00 (d, s, 4H), 63.93 (s, 3H), 62.14 (d, 6H), 60.74 (d, 3H).

1. customOnce complete, the reaction was partitioned between water and ethyl acetate
2. washThe organic was then washed with brine
3. dry with materialdried over sodium sulfate
4. filtrationfiltered
5. customevaporated
6. customThe crude was purified by silica gel chromatography
7. washeluting with 25-100% ethyl acetate/hexanes