反应详情

温度

100 °C

A mixture of 5-chloro-2-methyl-1-(phenylsulfonyl)-1H-pyrrolo[3,2-b]pyridine (16.29 g, 53.10 mmol, from Step 2), di-tert-butyl hydrazine-1,2-dicarboxylate (12 g, 53 mmol, Aldrich), dicyclohexyl(2′,4′,6′-triisopropylbiphenyl-2-yl)phosphine-(2′-amino biphenyl-2-yl)(chloro)palladium (1:1) (4.2 g, 5.3 mmol, Aldrich), and Cs2CO3 (17.3 g, 53.1 mmol) in toluene (170 mL) was degassed and heated at 100° C. overnight. Upon cooling to room temperature, the solid product was isolated by filtration and washed with several portions of DCM. The solid was then triturated with DCM, and again isolated by filtration, and dried at 40° C. under vacuum (19.5 g). Flash chromatography of the filtrate (eluting with a gradient from 0-40% EtOAc in hexanes) afforded an additional 2.5 g of product. Yield: (22 g, 82%).

1. customwas degassed
2. temperatureUpon cooling to room temperature
3. customthe solid product was isolated by filtration
4. washwashed with several portions of DCM
5. customThe solid was then triturated with DCM
6. customagain isolated by filtration
7. customdried at 40° C. under vacuum (19.5 g)
8. washFlash chromatography of the filtrate (eluting with a gradient from 0-40% EtOAc in hexanes)