HCID 21961440, compound → HCID 67545961, compound
Reaction equation
[CH3:1][C:2]1[O:3][C:4]([C:7]([CH3:18])([C:9]2[CH:14]=[CH:13][C:12]([N+:15]([O-])=O)=[CH:11][CH:10]=2)[CH3:8])=[N:5][N:6]=1>CCOC(C)=O.[Pd]>[CH3:1][C:2]1[O:3][C:4]([C:7]([CH3:18])([C:9]2[CH:10]=[CH:11][C:12]([NH2:15])=[CH:13][CH:14]=2)[CH3:8])=[N:5][N:6]=1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
A mixture of 2-methyl-5-[1-methyl-1-(4-nitro-phenyl)-ethyl]-[1,3,4]oxadiazole (1.36 g, 5.5 mmol) and Pd/C (68 mg) in EtOAc (50 mL) was stirred under 1 atm of H2 for 16 h. The resulting slurry was filtered over Celite®, and the filtrate was concentrated to give the titled compound as a pale yellow crystalline solid. MS: (ES+) 218 (M+H). Calc'd for C12H16N3O—218.12.
Workup
- filtrationThe resulting slurry was filtered over Celite®
- concentrationthe filtrate was concentrated
Sources & evidence
- ORD record
- ord-0d9fc9133697422c99d9b0fec2fb8e8c
- Source dataset
- uspto-grants-2012_08
- Patent number
- US08247430B2
Reaction notes
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