Sodium Cyanide → HCID 87538453, compound

Participants

Reaction Steps

75 mg (0.166 mmol) of 5-(6-chloro-2,5-dihydroxy-4,4-dimethyl-2-(trifluoromethyl)-1,2,3,4-tetrahydronaphthalin-1-ylamino)-2H-isoquinolin-1-one is dissolved in 1.3 ml of 1-methyl-2-pyrrolidinone and reacted in the microwave with 16.27 mg (0.332 mmol) of sodium cyanide and 36.27 mg (0.166 mmol) of nickel(II) bromide as described in Example 160. The black reaction mixture is added through a glass-fiber filter. After washing with ethyl acetate, the filtrate is mixed with an additional 60 ml of ethyl acetate. It is shaken with water and with brine. After drying, the solvent is spun off, and the residue is chromatographed on silica gel (amine plate: mobile solvent methanol/dichloromethane). 16.2 mg (22.1%) of the desired nitrile is isolated.

Provenance & Evidence