ammonium chloride; zinc; tetrahydrofuran;
reactants can be synthesized in 1 step.
schering aktiengesellschaft, us2005/90541, a1, (2005) a. following the procedure described in pct published patent application, wo 99/10325, to a solution of 5-cyano-3-methylthioindolin-2-one (11 g, 53.92 mmol) in tetrahydrofuran (200 ml) at ambient temp erature was added saturated nh4cl solution (200 ml), followed by activated zinc (50 g). the reaction mixture was stirred for 18 hours at ambient temperature. this mixture was filtered through celite. the organic layer was separated, dried (na2so4) and concentrated to afford a product as a semisolid. this product was chromatographed over sio2 using hexane/ethyl acetate to afford a tan solid which w as washed with ether to afford 5-cyanoindolin-2-one (6 g) as an off-white solid.
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