1,2-Dibromoethane → HCID 86699682, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of ethyl 2-(2,4-dichloro-6-(4-methoxybenzylamino)pyrimidin-5-yl)acetate (27.1 g, 73.2 mmol) and powder potassium carbonate (101.1 g, 732.4 mmol) in N,N-dimethyllformamide (800 mL) was added 1,2-dibromoethane (27.5 g, 146.4 mmol) dropwise under nitrogen atmosphere at 40° C. After the addition was over, the reaction mixture was heated to 80° C. for 1 h. Quenched with water, extracted with ethyl acetate, and the organic extracts were combined, washed with brine, dried over anhydrous sodium sulfate, evaporated and purified by silica gel chromatography to afford the product as a snow-white solid (21.2 g, yield 82.7%). 1H NMR (400 MHz, CDCl3) δ ppm 7.53-7.38 (m, 2H), 6.86 (dd, J=8.4, 1.3 Hz, 2H), 4.94 (d, J=0.8 Hz, 2H), 3.79 (d, J=1.6 Hz, 3H), 2.14 (qd, J=4.3, 1.6 Hz, 2H), 1.79 (qd, J=4.3, 1.6 Hz, 2H).

Provenance & Evidence