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

HRID 1173762
Notes
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Reaction equation

HRID 1173762 reaction equation
[CH:1]1([NH:4][C:5]([CH:7]2[O:11]C(C)=[N:9][CH:8]2[CH2:13][CH2:14][CH3:15])=[O:6])[CH2:3][CH2:2]1.[ClH:16]>CO>[ClH:16].[CH:1]1([NH:4][C:5](=[O:6])[C@@H:7]([OH:11])[C@@H:8]([NH2:9])[CH2:13][CH2:14][CH3:15])[CH2:3][CH2:2]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68745903HCID 68745903, compound

Product 1

HCID 25067786Hexanamide, 3-amino-N-cyclopropyl-2-hydroxy-, hydrochloride (1:1), (2S,3S)-Yield 28%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

N-Cyclopropyl-2-methyl-4-propyl-4,5-dihydro-1,3-oxazole-5-carboxamide (0.10 g, 0.5 mmol), methanol (4 ml) and concentrated hydrochloric acid (0.5 ml, 5.5 mmol) were mixed, and the mixture was stirred at room temperature for 14 hours. The solvent was evaporated away under reduced pressure. Isopropanol (4 ml) was added to the obtained solid, and the mixture was stirred at room temperature for 10 minutes. The crystal was collected by filtration, and was dried under reduced pressure to obtain the title compound as a white solid (0.03 g, yield: 28%).

Workup

  1. customThe solvent was evaporated away under reduced pressure
  2. additionIsopropanol (4 ml) was added to the obtained solid
  3. stirringthe mixture was stirred at room temperature for 10 minutes
  4. filtrationThe crystal was collected by filtration
  5. customwas dried under reduced pressure

Sources & evidence

ORD record
ord-8b511f8a9d4d4523bfcbe6b7b9e1f77e
Source dataset
uspto-grants-2010_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07834190B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes