反应详情

温度

70 °C

The 2-methoxy-2′-trifluoromethyl-[1,1′-biphenyl]-4-carboxylic acid of Step C (1.6 g, 5.40 mmol) was added to a flask containing toluene (30 mL), thionyl chloride (1.4 mL) and one drop of N,N-dimethylformamide. The solution was stirred at 70° C. for 1 hour and then concentrated in vacuo. The residue was diluted with dichloromethane (40 mL) and to this solution was added 10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine (0.94 g, 5.16 mmol). After the solution became homogeneous, N,N-diisopropylethyl amine (1.07 mL, 6.19 mmol) was added in one portion at 0° C. After 30 minutes the solution was concentrated, and the residue partitioned between water and ethyl acetate. The ethyl acetate was dried and concentrated to give a crude oil, which was chromatographed on silica gel eluting with 30% ethyl acetate in hexane to yield 1.2 g of product. The solid was recrystallized from ethyl acetate/hexane to provide the desired title product (0.87 g) as colorless crystals, m.p. 146–148° C.

1. concentrationconcentrated in vacuo
2. additionThe residue was diluted with dichloromethane (40 mL) and to this solution
3. concentrationAfter 30 minutes the solution was concentrated
4. customthe residue partitioned between water and ethyl acetate
5. dry with materialThe ethyl acetate was dried
6. concentrationconcentrated
7. customto give a crude oil, which
8. customwas chromatographed on silica gel eluting with 30% ethyl acetate in hexane