HCID 178518709, compound → 6-(5-Methyl-1,3,4-oxadiazol-2-yl)quinazolin-4-one

HRID 1936757Notes

Reaction equation

HRID 1936757 reaction equation
N1C(C2C=C3C(=CC=2)N=CNC3=O)=NN=N1.F[C:18](F)(F)[C:19]1[O:23][C:22]([C:24]2[CH:25]=[C:26]3[C:31](=[CH:32][CH:33]=2)[N:30]=[CH:29][NH:28][C:27]3=[O:34])=[N:21][N:20]=1>FC(F)(F)C(OC(=O)C(F)(F)F)=O>[CH3:18][C:19]1[O:23][C:22]([C:24]2[CH:25]=[C:26]3[C:31](=[CH:32][CH:33]=2)[N:30]=[CH:29][NH:28][C:27]3=[O:34])=[N:21][N:20]=1

Participants

3

Reactant 1

HCID 178518709HCID 178518709, compound

Product 1

HCID 1357038826-(5-Methyl-1,3,4-oxadiazol-2-yl)quinazolin-4-oneYield 171.8%

Reagents, catalysts & solvents 1

HCID 9845Trifluoroacetic anhydrideSolvent

Procedure

6-(5-Trifluoromethyl-1,3,4-oxadiazol-2-yl)quinazolin-4-one 6-(1,2,3,4-Tetrazol-5-yl)-quinazolin-4-one (1.0 g) was treated with trifluoroacetic anhydride (50 ml) at 50° C. under N2 for 5 hours. The anhydride was removed in vacuo, the residue absorbed onto silica and purified by chromatography to give the title compound as a white solid (0.79 g); δH [2H6]DMSO 12.63(1H,bs), 8.71(1H,d), 8.45(1H,dd), 8.27(1H,s), 7.90(1H,d); m/z (M−1+) 281.

Workup

  1. customThe anhydride was removed in vacuo
  2. customthe residue absorbed onto silica
  3. custompurified by chromatography

Sources & evidence

ORD record
ord-b9a11dd6be714a908ffd4a937c4183e8
Source dataset
uspto-grants-2002_05
Patent number
US06391874B1

Reaction notes

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