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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1173780Generated: November 1, 2026

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

https://huagongshe.com/reaction/1173780

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant(4S,5S)-N-Cyclopropyl-2-isopropyl-4-propyl-4,5-dihydro-1,3-oxazole-5-carboxamideHCID 59203385—
SolventAcetoneHCID 180—
ProductHexanamide, 3-amino-N-cyclopropyl-2-hydroxy-, hydrochloride (1:1), (2S,3S)-HCID 2506778672%

Reaction Conditions

Temperature50 °C

Reaction Steps

(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%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07834190B2
Source datasetuspto-grants-2010_11
ORD IDord-255e10ca155b4a47adaac23f262bce7b
Source noteuspto-grants-2010_11