Hydrochloric Acid → Hexanamide, 3-amino-N-cyclopropyl-2-hydroxy-, hydrochloride (1:1), (2S,3S)-

Temperature

50 °C

(4S,5S)—N-Cyclopropyl-2-isopropyl-4-propyl-4,5-dihydro-1,3-oxazole-5-carboxamide (3.11 g, 8.7 mmol), acetone (15 ml) and concentrated hydrochloric acid (1.39 g, 1.5 equivalents) were mixed, and the mixture was stirred at 50° C. for 39 hours. The solvent was evaporated away under reduced pressure. Isopropanol (10 ml) was added, and the mixture was concentrated. The same operation was repeated again. Methanol (2.7 ml) was added to the obtained solid, and the mixture was stirred at 60° C. for 1 hour. Ethyl acetate (20 ml) was gradually added thereto dropwise. After the addition, the mixture was gradually cooled to 5° C. The precipitated crystal was collected by filtration, and dried under reduced pressure to obtain the title compound as a white crystal (1.36 g, yield: 72%).

1. customThe solvent was evaporated away under reduced pressure
2. additionIsopropanol (10 ml) was added
3. concentrationthe mixture was concentrated
4. additionMethanol (2.7 ml) was added to the obtained solid
5. stirringthe mixture was stirred at 60° C. for 1 hour
6. additionEthyl acetate (20 ml) was gradually added
7. additionAfter the addition
8. temperaturethe mixture was gradually cooled to 5° C
9. filtrationThe precipitated crystal was collected by filtration
10. customdried under reduced pressure

ORD record

ord-255e10ca155b4a47adaac23f262bce7b

Source dataset

uspto-grants-2010_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07834190B2