Hydrochloric Acid → 2-Tetrahydropyranylmethyl 2-(7-chloro-4-quinolyl)aminobenzoate

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Reaction Steps

By treating 15.4 g of methyl 2-(7-chloro-4-quinolyl)aminobenzoate (II, R=Cl, R"=CH3), 8.46 g of 2-hydroxymethyltetrahydropyran, 125 ml of toluene and in the presence of sodium, as described in Example 1, 19.8 g of a crude material are isolated. This material is dissolved in 250 ml of diisopropyl ether and 7 ml of hydrochloric acid (g) 10N ethanolic solution are added under cooling in water-ice bath. After 15 minutes the precipitated hydrochloride is filtered off, dried (19.45 g; 91%) and recrystallized in acetonitrile. 14.34 g (yield: 67%) of the hydrochloride--yellow solid--are obtained with m.p. 187°-187.5° C. and elemental analysis C, H, N, Cl correct.

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