Triethylamine → HCID 31095922, compound

Temperature

0 °C

This compound was synthesised in a method analogous to the method described for intermediates 1 to 3 and prepared according to the method below. To a suspension of 2-piperazinone (2 g, 19.98 mmol, commercially available from e.g. Sigma-Aldrich) in dry dichloromethane (DCM) (28.5 ml) was added triethylamine (6.13 ml, 43.9 mmol), the mixture was cooled to 0° C. and 3,4-dichlorobenzoyl chloride (4.60 g, 21.97 mmol, commercially available from e.g.Sigma-Aldrich, Acros or Alfa Aesar) was added dropwise. The mixture was stirred at 0° C. for 15 minutes then warmed to room temperature overnight. The mixture was diluted with DCM (100 mL) and sat. NaHCO3 (100 ml), the phases separated and the aqueous extracted with DCM (2×100 ml). The combined organics were washed with brine and dried over MgSO4. The crude material (3.37 g) was triturated with iso-hexane and Et2O to the desired product in 3.02 g as an off-white solid.

1. customThis compound was synthesised in a method analogous to the method
2. customprepared
3. temperaturethen warmed to room temperature overnight
4. customthe phases separated
5. extractionthe aqueous extracted with DCM (2×100 ml)
6. washThe combined organics were washed with brine
7. dry with materialdried over MgSO4
8. customThe crude material (3.37 g) was triturated with iso-hexane and Et2O to the desired product in 3.02 g as an off-white solid

ORD record

ord-14410aeea4a24c52b383591c494fc45e

Source dataset

uspto-grants-2013_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08501946B2