1-Phenethylamine, (+)- → HCID 178461968, compound

Participants

Reaction Conditions

Reaction Steps

Under a nitrogen atmosphere, a mixture of 1.5 g (5.19 mmol) of 3-(3-chloro-phenylamino)-4-cyano-5-(dimethylamino-methyleneamino)-pyrazole (Step 49.2) and 10 ml of (R)-1-phenylethylamine is stirred at 120° C. for 40 hours and then concentrated by evaporation under a HV. The oily residue is purified by flash chromatography on silica gel having a particle size of 0.04-0.06 mm using ethyl acetate/hexane (7:3). The product-containing fractions are concentrated by evaporation and the resinous residue is dissolved in a mixture of 5 ml of ethanol and 1.4 ml of 4N hydrochloric acid. Concentration by evaporation again and recrystallization of the residue from ethanol/diethyl ether and from ethanol yield the title compound; m.p. 150-152° C.; EI-MS: (M)+ =364; [a]D20 =-233.7±2.1° (c=0.486% methanol).

Provenance & Evidence