反应详情

温度

120 °C

Palladium acetate (8 mg, 0.038 mmol), X-Phos (18 mg, 0.038 mmol), and cesium carbonate (270 mg, 0.83 mmol) were combined in anhydrous toluene (2 mL), and nitrogen bubbled through the solution for 5 minutes. A solution of 5,7-dichloro-1-(4-methoxybenzyl)-3-(naphthalen-2-ylmethyl)-1H-benzo[e][1,4]diazepin-2(3H)-one (370 mg, 0.76 mmol) and 1,4-dioxa-8-azaspiro[4.5]decane (0.12 mL, 0.91 mmol) in toluene (2 mL) was added and then heated to 120° C. under a nitrogen blanket for 14 hours. The solution was cooled, diluted with ethyl acetate, washed with water, brine, dried with sodium sulfate, decanted, then concentrated in the presence of silica. Column chromatography eluting with a gradient of 10-70% ethyl acetate in hexanes provided 7-chloro-1-(4-methoxybenzyl)-3-(naphthalen-2-ylmethyl)-5-(1,4-dioxa-8-azaspiro[4.5]decan-8-yl)-1H-benzo[e][1,4]diazepin-2(3H)-one. (345 mg, 77% yield). ESI m/z measured 596.2321 [M+H]+. calculated 596.2316.

1. customnitrogen bubbled through the solution for 5 minutes
2. temperatureThe solution was cooled
3. washwashed with water, brine
4. dry with materialdried with sodium sulfate
5. customdecanted
6. concentrationconcentrated in the presence of silica
7. washColumn chromatography eluting with a gradient of 10-70% ethyl acetate in hexanes