Pyrrolidine → 6-(2-Methyl-6-(phenyl(pyrrolidin-1-yl)methyl)phenyl)-3-morpholinoquinolin-2-amine

Participants

Reaction Conditions

Reaction Steps

A Smith synthesizer vial containing 6-(2-(chloro(phenyl)methyl)-6-methylphenyl)-3-morpholinoquinolin-2-amine hydrochloride (0.050 g, 0.104 mmol) and ACN (0.42 mL) was treated with pyrrolidine (0.052 mL, 0.624 mmol). The reaction mixture was warmed to 100° C. for 1 h and then allowed to cool to RT. The mixture was purified by HPLC (1-70% ACN/H2O, TFA modifier). A single clean fraction was treated with NH4OH and concentrated to ¼ volume. The resulting precipitate was collected and dried under a stream of N2 to afford 6-(2-methyl-6-(phenyl(pyrrolidin-1-yl)methyl)phenyl)-3-morpholinoquinolin-2-amine. MS (ESI, pos. ion) m/z: 479 (M+1).

Provenance & Evidence