Sodium Cyanide → HCID 20309106, compound

Participants

Reaction Steps

4.7 Parts of 3-bromo-2-(4-chloro-2-fluorophenyl)-4,5,6,7-tetrahydro-2H-indazole [from Example 1-d] was combined with 1.5 parts of cuprous cyanide in 60 parts of N-methylpyrrolidinone and heated to 190° for 2 hours. After cooling to 30°, the reaction mixture was digested in a solution of 15 parts of sodium cyanide in 150 parts of water at 65°-70° for 2 hours, then extracted with 250 parts of toluene four times. The combined toluene extracts were washed with 500 parts of water 4 times, followed by 100 parts saturated aqueous sodium chloride. After drying with anhydrous sodium sulfate, the solution was evaporated at 50° and 50 mm. Hg to yield 4.4 parts of a brown oil. After crystallization from methylcyclohexane, 1.1 parts of 2-(4-chloro-2-fluorophenyl)-4,5,6,7-tetrahydro-2H-indazole-3-carbonitrile melting at 83°-84° were isolated.

Provenance & Evidence