反应详情

To a solution of 2-methoxy-2′-methyl-biphenyl-4-carboxylic acid of step D (23 mmol) in dichloromethane (50 mL) was added a drop of N,N-dimethylformamide. Oxalyl chloride (36 mmol) then was added dropwise to the solution, which then was stirred at reflux temperature for 2 hours. The solvents were evaporated and the resulting acid chloride was dissolved in 20 mL dichloromethane. This was added dropwise to a stirred mixture of 10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine (25 mmol) and triethylamine (34 mmol) in dichloromethane (30 mL) at 0° C. under nitrogen atmosphere. After 20 hours the mixture was quenched with water and washed with 0.5 N hydrochloric acid, 1.0 N sodium hydroxide, and brine. The solution was dried over anhydrous sodium sulfate, and evaporated to a solid. The product was purified by flash chromatography using ethyl acetate/hexane (1:3) to yield 8.77 g (95%) of the title compound as a white solid.

1. temperatureat reflux temperature for 2 hours
2. customThe solvents were evaporated
3. dissolutionthe resulting acid chloride was dissolved in 20 mL dichloromethane
4. customAfter 20 hours the mixture was quenched with water
5. washwashed with 0.5 N hydrochloric acid, 1.0 N sodium hydroxide, and brine
6. dry with materialThe solution was dried over anhydrous sodium sulfate
7. customevaporated to a solid
8. customThe product was purified by flash chromatography