Hydrochloric Acid → HCID 86674797, compound

HRID 927798Notes

Reaction equation

HRID 927798 reaction equation
C(OC(=O)[NH:7][C:8]([CH3:17])([C:10]1[N:14]([CH3:15])[C:13](=[O:16])[O:12][N:11]=1)[CH3:9])(C)(C)C.[ClH:19].O1CCOCC1>C(O)C>[ClH:19].[NH2:7][C:8]([C:10]1[N:14]([CH3:15])[C:13](=[O:16])[O:12][N:11]=1)([CH3:9])[CH3:17]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 71087901HCID 71087901, compound

Product 1

HCID 86674797HCID 86674797, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of [1-methyl-1-(4-methyl-5-oxo-4,5-dihydro-[1,2,4]oxadiazol-3-yl)-ethyl]-carbamic acid tert-butyl ester (1.45 g, 5.64 mmol) in ethanol (15 mL) was added 4M-HCl in dioxane (5.64 mL, 22.5 mmol) and the reaction mixture was stirred at room temperature for 16 hours. The solution was concentrated in vacuo to a volume of 5 mL. With stirring diethyl ether (15 mL) was added drop by drop over a period of 30 minutes and stirring was continued for another 30 minutes. The precipitate was isolated by filtration, washed with diethyl ether (3×1 mL) and dried in vacuo, to give the title compound (1.0 g, 95%) as white solid; GC-MS (EI) 157.0 (M)+.

Workup

  1. concentrationThe solution was concentrated in vacuo to a volume of 5 mL
  2. additionWith stirring diethyl ether (15 mL) was added drop by drop over a period of 30 minutes
  3. stirringstirring
  4. waitwas continued for another 30 minutes
  5. customThe precipitate was isolated by filtration
  6. washwashed with diethyl ether (3×1 mL)
  7. customdried in vacuo

Sources & evidence

ORD record
ord-ae46c25fc50f45b4ac3aafd712f930e6
Source dataset
uspto-grants-2016_03
Patent number
US09290451B2

Reaction notes

Loading…