Tetrahydrofuran → HCID 30720226, compound

1M LAH in THF (3 mL, 3 mmol) was added dropwise to (3S,5S)-3,4,5-trimethyl-2-piperazinone (123 mg, 0.86 mmol). The reaction was allowed to warm to room temperature, then stirred at room temperature for 40 min and at reflux for an additional 5 h. After cooling to room temperature, the reaction was quenched by the sequential addition of H2O (0.114 mL), 15% NaOH (0.114 mL), and H2O (0.342 mL). The mixture was stirred for 0.5 h, and the solids were filtered off and washed with excess THF. To the combined filtrates was added 1.8 mL 1N HCl, followed by concentration under reduced pressure to provide the hydrochloride salt of (2S,6S)-1,2,6-trimethylpiperazine (162 mg, 93%). LCMS: (M+H)+: 129.1.

1. temperatureat reflux for an additional 5 h
2. temperatureAfter cooling to room temperature
3. customthe reaction was quenched by the sequential addition of H2O (0.114 mL), 15% NaOH (0.114 mL), and H2O (0.342 mL)
4. stirringThe mixture was stirred for 0.5 h
5. filtrationthe solids were filtered off
6. washwashed with excess THF
7. additionTo the combined filtrates was added 1.8 mL 1N HCl
8. concentrationfollowed by concentration under reduced pressure

ORD record

ord-e1fa611b658d4785983e34d97dbbde0d

Source dataset

uspto-grants-2011_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07893056B2