Piperazine → HCID 16722904, compound

HRID 2421153Notes

Reaction equation

HRID 2421153 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][C:10]([C:13]3[C:14]([C:19]4[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=4)=[N:15][O:16][C:17]=3[CH3:18])=[N:11][N:12]=2)=[C:4]([O:25][CH3:26])[CH:3]=1.[NH:27]1[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]1>>[CH3:26][O:25][C:4]1[CH:3]=[C:2]([N:27]2[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]2)[CH:7]=[CH:6][C:5]=1[C:8]1[O:9][C:10]([C:13]2[C:14]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)=[N:15][O:16][C:17]=2[CH3:18])=[N:11][N:12]=1

Participants

3

Reactant 2

HCID 4837PiperazineHCID 167226452-(4-Fluoro-2-methoxy-phenyl)-5-(5-methyl-3-phenyl-isoxazol-4-yl)-[1,3,4]oxadiazole

Product 1

HCID 16722904HCID 16722904, compoundYield 17%

Procedure

As described for example 26, 2-(4-fluoro-2-methoxy-phenyl)-5-(5-methyl-3-phenyl-isoxazol-4-yl)-[1,3,4]oxadiazole (200 mg, 0.57 mmol) was converted using piperazine instead of thiomorpholine to the title compound (SiO2, dichloromethane:(dichloromethane:methanol:ammonia=70:27:3)=92:2 to 50:50, 40 mg, 17%) which was obtained as an off-white solid. MS: m/e=418.3 [M+H]+.

Sources & evidence

ORD record
ord-f09838a97d3b454b83f726c271ffd064
Source dataset
uspto-grants-2011_06
Patent number
US07956074B2

Reaction notes

Loading…