Hydrochloric Acid → HCID 86723921, compound

Temperature

70 °C

To (3S,6R)-3-hydroxymethyl-6-methyl-piperazine-2,5-dione (34 g, 0.215 mol) was added a solution of borane in THF (1 M, 1.6 L, 1.6 mol) and the mixture was heated to 70° C. for 18 h. The solution was cooled in ice, then MeOH (425 mL) was gradually added, followed by 5 M hydrochloric acid (113 mL). The mixture was heated to 70° C. for 2 h and then cooled to ambient temperature. The resulting solid was filtered, cake washed with THF (200 mL) and dried in vacuo at 40° C., to give the title compound (39.3 g) as a colourless solid. 1H NMR (DMSO-d6): 9.79 (3H, s), 5.59 (1H, s), 3.76-3.40 (5H, m), 3.19-2.94 (2H, m), 1.28 (3H, d).

1. temperatureThe solution was cooled in ice
2. temperatureThe mixture was heated to 70° C. for 2 h
3. temperaturecooled to ambient temperature
4. filtrationThe resulting solid was filtered
5. washcake washed with THF (200 mL)
6. customdried in vacuo at 40° C.

ORD record

ord-907a6443999843c597ff32f0ad0ca074

Source dataset

uspto-grants-2015_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09018214B2