Pyridine → 1-Piperazinecarbonyl chloride, 4-[3-(trifluoromethyl)phenyl]-

Temperature

25 °C

A mixture of triphosgene (3.2 g, 10.85 mmol) in tetrahydrofuran (10 mL) was slowly treated with pyridine (1.72 g, 21.72 mmol) via syringe. The resulting white suspension was then treated portionwise with 1-[3-(trifluoromethyl)phenyl]piperazine (500 mg, 2.17 mmol). The reaction mixture was allowed to stir at 25° C. for 18 h. At this time, the reaction was slowly quenched by the addition of water. The aqueous layer was extracted with methylene chloride. The organics were washed with a saturated aqueous sodium chloride solution, dried over magnesium sulfate, filtered and concentrated in vacuo to afford 4-(3-trifluoromethyl-phenyl)piperazine-1-carbonyl chloride (500 mg, 79%). The NMR spectrum obtained on the sample is compatible with its structure.

1. customAt this time, the reaction was slowly quenched by the addition of water
2. extractionThe aqueous layer was extracted with methylene chloride
3. washThe organics were washed with a saturated aqueous sodium chloride solution
4. dry with materialdried over magnesium sulfate
5. filtrationfiltered
6. concentrationconcentrated in vacuo

ORD record

ord-2fcd49d7186a4f688005b1d98888c598

Source dataset

uspto-grants-2011_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07947692B2