Sulfuric acid magnesium salt (1:1) → (2R*,4S*)-2-benzyl-1-(3,5-dichlorobenzoyl)-N-(4-quinolylmethyl)-4-piperidinamine

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Reaction Steps

1.95 g (5.37 mmol) of (2R,4S)-2-benzyl-1-(3,5-dichlorobenzoyl)-4-piperidinamine are reacted in analogy to Example 2g with 0.93 g (5.90 mmol) of quinoline-4-carboxaldehyde and 0.9 g of magnesium sulfate in 18 ml of toluene and subsequently reduced with 223 mg (5.90 mmol) of sodium borohydride in 18 ml of methanol. The title compound ##STR65## is obtained (2.2 g, 82% ) as white foam. TLC: methylene chloride/methanol/conc. ammonia (700:50:1) Rf =0.35, FD-MS: M+ =503,505, [α]D =-19.3 (c=1, MeOH), IR: 1635, 1595, 1565 cm-1.

Provenance & Evidence