Methyl iodide → HCID 117840781, compound

Temperature

0 °C

To a solution of diisopropylamine (0.79 mL) in tetrahydrofuran (5 mL) was added dropwise n-butyllithium (1.6 M hexane solution, 3.5 mL) at −78° C. under nitrogen atmosphere, and the mixture was warmed to 0° C., and stirred for 30 min. The reaction mixture was cooled to −78° C., and 1-(2-chloropyrimidin-4-yl)pyrrolidin-2-one (370 mg) obtained in Step A was added thereto. The reaction mixture was stirred at the same temperature for 1 hr, iodomethane (0.35 mL) was added thereto, and the mixture was stirred overnight while it was allowed to be warmed. To the reaction mixture was added saturated aqueous ammonium chloride solution, and the mixture was extracted with ethyl acetate. The obtained organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (38 mg).

1. temperatureThe reaction mixture was cooled to −78° C.
2. stirringThe reaction mixture was stirred at the same temperature for 1 hr
3. stirringthe mixture was stirred overnight while it
4. temperatureto be warmed
5. extractionthe mixture was extracted with ethyl acetate
6. washThe obtained organic layer was washed with saturated brine
7. dry with materialdried over anhydrous magnesium sulfate
8. customthe solvent was evaporated under reduced pressure
9. customThe residue was purified by silica gel column chromatography (hexane/ethyl acetate)

ORD record

ord-0bd0b4118c674aee815043f2cf744f29

Source dataset

uspto-grants-2015_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09187453B2