Ammonia → 5-Tert-butyloxazole-2-carboxamide

HRID 460218Notes

Reaction equation

HRID 460218 reaction equation
C([O:3][C:4]([C:6]1[O:7][C:8]([C:11]([CH3:14])([CH3:13])[CH3:12])=[CH:9][N:10]=1)=O)C.[NH3:15]>>[C:11]([C:8]1[O:7][C:6]([C:4]([NH2:15])=[O:3])=[N:10][CH:9]=1)([CH3:14])([CH3:13])[CH3:12]

Participants

3

Reactant 2

HCID 222AmmoniaHCID 11788834Ethyl 5-tert-butyl-1,3-oxazole-2-carboxylate

Product 1

HCID 694128005-Tert-butyloxazole-2-carboxamide

Procedure

The mixture of 5-tert-butyl-oxazole-2-carboxylic acid ethyl ester(0.52 g, 2.64 mmol) and NH3 (2.0M solution in MeOH, 6.6 mL, 13.2 mmol) was stirred at RT under N2 for 20 h. The solvents were removed under reduced pressure and the residue was dissolved in EtOAc washed with brine, dried with Na2SO4 and filtered. Removal of the solvents afforded the title compound as a white solid. MS m/z: 169.2 (M+H). Calc'd for C8H12N2O2-168.19

Workup

  1. customThe solvents were removed under reduced pressure
  2. dissolutionthe residue was dissolved in EtOAc
  3. washwashed with brine
  4. dry with materialdried with Na2SO4
  5. filtrationfiltered
  6. customRemoval of the solvents

Sources & evidence

ORD record
ord-5aefa257f44e4bcbab3ad44841a79b1b
Source dataset
uspto-grants-2007_03
Patent number
US07196104B2

Reaction notes

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