Lithium hexamethyldisilazane → 8-Chloro-3-(cyclopropylsulfonyl)-1-(2-fluoro-4-iodophenyl)-5-methyl-3,4a,5,7a-tetrahydrodiimidazo[4,5-b:4',5'-e]pyridin-2(1H)-one

温度

-78 °C

To a solution of 8-chloro-1-(2-fluoro-4-iodophenyl)-5-methyl-3,5-dihydrodiimidazo[4,5-b:4′,5′-e]pyridin-2(1H)-one (200 mg, 0.36 mmol) in THF (6 ml) at −78° C. is added LiHMDS (0.54 ml, 1 M in THF, 0.54 mmol). The reaction mixture is stirred at −78° C. for 10 min and cyclopropylsulfonyl chloride (100 mg, 0.72 mmol) is added to the mixture. The reaction is slowly warmed to room temperature and stirred at the temperature for 3 h. The reaction is quenched with saturated aqueous NH4Cl solution (10 ml) and extracted with EtOAc (2×10 ml). The combined organic solution is washed with brine (10 ml), dried over MgSO4 and concentrated. Silica gel chromatography yields the title compound.

1. temperatureThe reaction is slowly warmed to room temperature
2. stirringstirred at the temperature for 3 h
3. customThe reaction is quenched with saturated aqueous NH4Cl solution (10 ml)
4. extractionextracted with EtOAc (2×10 ml)
5. washThe combined organic solution is washed with brine (10 ml)
6. dry with materialdried over MgSO4
7. concentrationconcentrated

ORDレコード

ord-198d68157d6e4ce4ac8aaa8d66ca3b98

出典データセット

uspto-grants-2011_11

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08063049B2