Triethylamine → HCID 66598990, compound

2-piperazinone (0.5 g, 4.99 mmol, commercially available from e.g. Sigma-Aldrich) was dissolved in dichloromethane (DCM) (30 mL), and to this was added triethylamine (0.835 mL, 5.99 mmol). The solution was then cooled to 0° C. before 4-chloro-2-(trifluoromethyl)benzoyl chloride (1.335 g, 5.49 mmol, commercially available from e.g. 3B Scientific or APAC) in dichloromethane (DCM) (5 mL) was added dropwise. The solution was stirred, under argon, for 30 minutes before the solvent was evaporated in vacuo. The remaining residue was then dissolved in DCM (20 mL) and the solution was washed with water (10 mL), a saturated solution of sodium bicarbonate (10 mL) and brine (10 mL). The organic phase was then dried over anhydrous sodium sulphate, and the solid sodium sulphate was then filtered off. The solvent was then evaporated in vacuo, and the remaining solid was stirred in hexane, at 55° C., for 30 minutes. The solid was then filtered off to yield the desired product in 1.445 g.

1. customwas evaporated in vacuo
2. dissolutionThe remaining residue was then dissolved in DCM (20 mL)
3. washthe solution was washed with water (10 mL)
4. dry with materialThe organic phase was then dried over anhydrous sodium sulphate
5. filtrationthe solid sodium sulphate was then filtered off
6. customThe solvent was then evaporated in vacuo
7. stirringthe remaining solid was stirred in hexane, at 55° C., for 30 minutes
8. filtrationThe solid was then filtered off

ORD record

ord-1f202b39dd454cc2b182d35a5462ad63

Source dataset

uspto-grants-2013_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08501946B2