反应详情

温度

75 °C

A tall vial was charged with ethyl 6-iodo-4-oxo-1-(pyrrolidin-3-ylmethyl)-1,4-dihydroquinoline-3-carboxylate hydrochloride (Intermediate 126, 1.5 g, 3.24 mmol), 6-(3-ethylureido)-4-(4-trifluoromethylthiazol-2-yl)pyridin-3-ylboronic acid (Intermediate 17, 1.41 g, 3.9 mmol) and sodium bicarbonate (1.1 g, 12.9 mmol) in dimethoxyethane (10 mL) and water (2 mL). The reaction mixture was purged by N2 for about 5 minutes, then trans-dichlorobis(triphenylphosphine)palladium (II) (228 mg, 0.324 mmol) was added. The reaction was stirred for 1 h at 75° C. The reaction mixture was cooled to room temperature, and water (10 mL) was added. A solid precipitated and was collected to give ethyl 6-(6-(3-ethylureido)-4-(4-(trifluoromethyl)thiazol-2-yl)pyridin-3-yl)-4-oxo-1-(pyrrolidin-3-ylmethyl)-1,4-dihydroquinoline-3-carboxylate (1.6 g, 80.4%) as a light brown solid after drying in a vacuum oven at 40° C. overnight.

1. customThe reaction mixture was purged by N2 for about 5 minutes
2. temperatureThe reaction mixture was cooled to room temperature
3. customA solid precipitated
4. customwas collected