Trifluoroacetic acid → HCID 22632328, compound

Participants

Reaction Conditions

Reaction Steps

57 mg (0.13 mmol) of 4-(4-chlorobenzoyl)-1-(2-propynyl)-1,3,4,5-tetrahydrobenzo[e][1,4]diazepin-2-on obtained in step 1 and 50 mg (0.16 mmol) of t-butyl (3-iodopyridin-4-yl)carbamate were dissolved in 5 ml of DMF. 5.6 mg (0.08 mmol) of bis(triphenylphosphine)palladium (II), 1 mg (0.005 mmol) of copper iodide and 0.09 ml (0.64 mmol) of triethylamine were added to the obtained solution, and they were stirred at 100° C. for 1-5 hours. The reaction solution was cooled to 50° C. 0.05 ml (0.32 mmol) of DBU was added thereto, and they were stirred at 50° C. for 30 minutes and then at room temperature overnight. After the treatment with ethyl acetate as the extracting solvent by an ordinary method, the obtained crude product was dissolved in 10 ml of dichloromethane. 1.5 ml of trifluoroacetic acid was added to the obtained solution, and they were stirred overnight. The solvent was evaporated, and the obtained crude product was treated in the same manner as in step 3 in Example 1 to obtain the title compound.

Provenance & Evidence