Triethylamine; trifluoroacetic acid → N2-[3-Methoxy-4-(2-{1-[4-(quinolin-3-ylamino)-pyrimidin-2-yl]-piperidin-4-yl}-ethoxy)-phenyl]-N4-quinolin-3-yl-pyrimidine-2,4-diamine

Participants

Reaction Conditions

Reaction Steps

To a solution of (2-chloro-pyrimidin-4-yl)-quinolin-3-yl-amine (105 mg, 0.41 mmol, 1.0 eq.) and 3-methoxy-4-[2-(1-methyl-piperidin-4-yl)-ethoxy]-phenylamine (Step E, 119 mg, 0.45 mmol, 1.1 eq.) in 0.5 mL of DMSO was added a 1/1 (v/v) mixture of TFA/Et3N (77 μl, 0.41 mmol, 1.0 eq.). The reaction mixture was heated to 100° C. and stirred for 16 h, cooled, concentrated and purified by column chromatography (0-5% MeOH in CH2Cl2 with 1% NH4OH (aq.)). Trituration with CH2Cl2 provided the title compound. MS m/z=691.8 (M+H)+ Calc'd for C40H38N10O2: 690.81.

Provenance & Evidence