Methyl iodide → HCID 68511681, Verbindung

To a cold (3-5° C.) solution of starting material {3-[4-(4-Chloro-benzoyl)-piperazin-1-yl]-4-hydroxy-pyrrolidin-1-yl}-(4-chloro-phenyl)-methanone in 1 mL of NMP was added NaH (4 mg, 0.17 mmol). The mixture was then stirred at 3-5° C. for 15 mins. MeI (7.5 uL) was then added. After 2 hours, the reaction was quenched by adding 50 μL AcOH. The mixture was then partitioned in EtOAc and 1M K2CO3. The separated organic phase was washed with brine, dried over Na2SO4 and concentrated down to dryness. The resulting crude residue was purified by column chromatography on silica (Methanol 1 CH2Cl2: 0%-10%). The pure product was converted to it HCl salt by precipitation in a mixture of ethanol 1 ether and conc. HCl, to give 43 mg of salt of {3-[4-(4-Chloro-benzoyl)-piperazin-1-yl]-4-methoxy-pyrrolidin-1-yl]-(4-chloro-phenyl)-methanone as a white solid.

1. waitAfter 2 hours
2. customthe reaction was quenched
3. additionby adding 50 μL AcOH
4. customThe mixture was then partitioned in EtOAc
5. washThe separated organic phase was washed with brine
6. dry with materialdried over Na2SO4
7. concentrationconcentrated down to dryness
8. customThe resulting crude residue was purified by column chromatography on silica (Methanol 1 CH2Cl2: 0%-10%)
9. customThe pure product was converted to it HCl salt by precipitation in a mixture of ethanol 1 ether and conc. HCl

ORD-Eintrag

ord-d0b61ceba93f4ce6bc8cfde83f2fc8f8

Quelldatensatz

uspto-grants-2013_03

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08399455B2