4-Methoxybenzylamine → HCID 86699674, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of ethyl 2-(2,4,6-trichloropyrimidin-5-yl)acetate (from Intermediate A1, 200 mg, 0.74 mmol) in N,N′-dimethylformamide (5 mL) was added (4-methoxyphenyl)methanamine (112 mg, 0.82 mmol) and N,N′-diisopropylethylamine (115 mg, 0.89 mmol). The resulting mixture was stirred at 60° C. for 1 hour, quenched by water and then extracted with ethyl acetate. The organic phases were combined, washed by diluted hydrochloric acid (1 N), water and brine, dried over anhydrous sodium sulfate, evaporated and purified by silica gel chromatography to afford the product ethyl 2-(2,4-dichloro-6-(4-methoxybenzylamino)pyrimidin-5-yl)acetate. 1H-NMR (400 MHz, CDCl3) δ ppm 7.26-7.28 (m, 2H), 6.88-6.90 (dd, 2H, J=2.0 Hz, 6.4 Hz), 6.15 (s, 1H), 4.60-4.62 (d, 2H, J=5.2 Hz), 4.11-4.16 (q, 2H, J=7.2 Hz), 3.81 (s, 3H), 3.60 (s, 2H), 1.21-1.26 (t, 3H, J=6.4 Hz).

Provenance & Evidence