Trifluoroacetohydrazide → HCID 89414355、化合物

関与物質

反応手順

A solution of compound 31n (150 mg, 0.33 mmol) in THF (15 mL) was cooled to 0° C., treated with Hg(OAc)2 (118 mg, 0.36 mmol) and CF3CONHNH2 (173 mg, 1.65 mmol), stirred for 2 h, diluted with Et2O (20 mL), filtered through Celite and evaporated. A solution of the residue in toluene/H2O (30:1, 15 mL) was treated with TsOH.H2O (250 mg, 1.32 mmol) and stirred at 75° C. for 12 h. The mixture was diluted with EA (30 mL) and washed with saturated K2CO3. The aqueous layer was extracted with EA (20 mL). The combined organic layers were dried over Na2SO4. After filtration, the filtrate was evaporated and the residue was purified by Preparative HPLC to give compound 31 as a white solid (113 mg, 64% yield). 1H NMR (500 MHz, CDCl3) δ 8.14 (d, J=7.5 Hz, 1H), 7.68 (t, J=8.5 Hz, 1H), 7.50 (t, J=7.5 Hz, 1H), 7.40 (d, J=8.5 Hz, 1H), 7.15-7.10 (m, 3H), 6.76-6.70 (m, 2H), 5.71 (d, J=18.0 Hz, 1H), 4.97 (m, 1H), 4.90 (d, J=8.0 Hz, 1H), 4.26 (dd, J=15.0, 8.0 Hz, 1H) 4.21 (m, 1H), 2.59 (dd, J=13.0, 10.5 Hz, 1H), 2.33 (dd, J=13.0, 5.0 Hz, 1H), 2.12-1.90 (m, 2H), 1.70-1.60 (m, 2H). MS (ESI+) m/z: 535 [M+H]+.

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