HCID 9989362, compound → HCID 10374484, compound

3(R),5,5-Trimethylpiperazin-2-one (XXX, Step III, 0.91 g) is added portionwise to a mixture of lithium aluminum hydride (0.45 g) in THF (40 ml). The reaction is allowed to stir at 20-25° for 1 hr and at reflux for an additional 2 hr. After cooling to 20-25° the reaction is quenched by the successive addition of water (0.5 ml), sodium hydroxide (15%, 0.5 ml) and water (1.5 ml). After stirring for 0.5 hr the solids are filtered off and the filtrate is dried over magnesium sulfate. The mixture is filtered and methanolic hydrochloric acid (5 ml) is added. After stirring for 1 hr the methanol is removed under reduced pressure and the remaining solid is triturated with ether to provide the title compound, mp >250°; IR (mineral oil) 2994, 2986, 2978, 2923, 1580, 1390 and 990 cm-1 ; NMR (CD3OD) 3.80-3.93, 3.52-3.65, 3.15-3.30, 1.59, 1.56 and 1.45 δ; MS (m/e) 128, 113 and 84; [α]25D -9° (methanol).

1. temperatureat reflux for an additional 2 hr
2. temperatureAfter cooling to 20-25° the reaction
3. customis quenched by the successive addition of water (0.5 ml), sodium hydroxide (15%, 0.5 ml) and water (1.5 ml)
4. stirringAfter stirring for 0.5 hr the solids
5. filtrationare filtered off
6. dry with materialthe filtrate is dried over magnesium sulfate
7. filtrationThe mixture is filtered
8. additionmethanolic hydrochloric acid (5 ml) is added
9. stirringAfter stirring for 1 hr the methanol
10. customis removed under reduced pressure
11. customthe remaining solid is triturated with ether

ORD record

ord-9621f57c95404012909f31815f1bba8d

Source dataset

uspto-grants-1999_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05935970