Dimethyl Sulfoxide → 1-[6-(4-Bromo-2-chloro-phenylamino)-7-fluoro-3H-benzoimidazol-5-yl]-2-methoxymethoxy-ethanone

To a solution of oxalyl chloride (0.11 mL, 0.22 mmol) in CH2Cl2 (1 mL) at −78° C. is added DMSO (0.016 mL, 0.22 mmol). After stirring for 3 minutes, a solution of 1-[6-(4-bromo-2-chloro-phenylamino)-7-fluoro-3H-benzoimidazol-5-yl]-2-methoxymethoxy-ethanol 10l (25 mg, 0.056 mmol) in methylene chloride (1 mL) is added. The resulting solution is stirred for 30 minutes at −780C. TEA (0.1 mL, 0.71 mmol) is added. The reaction mixture is slowly warmed to room temperature, stirred for 5 minutes at room temperature, and diluted with water and CH2Cl2. The organic layer is separated, dried over MgSO4, filtered, and concentrated to give the crude product which is directly used without further purification.

1. stirringThe resulting solution is stirred for 30 minutes at −780C
2. stirringstirred for 5 minutes at room temperature
3. customThe organic layer is separated
4. dry with materialdried over MgSO4
5. filtrationfiltered
6. concentrationconcentrated

ORD record

ord-b42315623c35470285d0d24571e8ef9f

Source dataset

uspto-grants-2008_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07425637B2