HCID 67336694, compound → 7-Phenyl-6,7-dihydro-5H-[1,2,4]triazolo[5,1-b][1,3]oxazin-2-ylamine

HRID 451493Notes

Reaction equation

HRID 451493 reaction equation
[N+:1]([C:4]1[N:18]=[C:7]2[O:8][CH2:9][CH2:10][CH:11]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[N:6]2[N:5]=1)([O-])=O>C(OCC)(=O)C.[Pd]>[C:12]1([CH:11]2[CH2:10][CH2:9][O:8][C:7]3=[N:18][C:4]([NH2:1])=[N:5][N:6]23)[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1

Participants

4

Reactant 1

HCID 67336694HCID 67336694, compound

Product 1

HCID 673361667-Phenyl-6,7-dihydro-5H-[1,2,4]triazolo[5,1-b][1,3]oxazin-2-ylamine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 2-nitro-7-phenyl-6,7-dihydro-5H-[1,2,4]triazolo[5,1-b][1,3]oxazine (174 mg, 707 μmol) in ethyl acetate (7 mL) was added 10% Pd on carbon (17.4 mg, 164 μmol). The reaction was hydrogenated at room temperature under an atmosphere of hydrogen over night. The catalyst was filtered off and washed with ethyl acetate. The title compound was obtained as a white solid (143.3 mg, 94%) after stirring with diethyl ether.

Workup

  1. waitThe reaction was hydrogenated at room temperature under an atmosphere of hydrogen over night
  2. filtrationThe catalyst was filtered off
  3. washwashed with ethyl acetate

Sources & evidence

ORD record
ord-e80a5848181c40dabc3d8c844b7d8edf
Source dataset
uspto-grants-2013_07
Patent number
US08486967B2

Reaction notes

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