2-Methylimidazole → HCID 16722853, compound

HRID 1983136Notes

Reaction equation

HRID 1983136 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.[CH3:27][C:28]1[NH:29][CH:30]=[CH:31][N:32]=1>>[CH3:26][O:25][C:4]1[CH:3]=[C:2]([N:29]2[CH:30]=[CH:31][N:32]=[C:28]2[CH3:27])[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 127492-MethylimidazoleHCID 167226452-(4-Fluoro-2-methoxy-phenyl)-5-(5-methyl-3-phenyl-isoxazol-4-yl)-[1,3,4]oxadiazole

Product 1

HCID 16722853HCID 16722853, compoundYield 12%

Procedure

As described for example 26, 2-(4-fluoro-2-methoxy-phenyl)-5-(5-methyl-3-phenyl-isoxazol-4-yl)-[1,3,4]oxadiazole (190 mg, 0.54 mmol) was converted using 2-methyl-imidazole instead of thiomorpholine to the title compound (SiO2, heptane:ethyl acetate:dichloromethane:methanol=20:70:10:0 to 0:90:0:10, 27 mg, 12%) which was obtained a light-brown solid. MS: m/e=414.1 [M+H]+.

Sources & evidence

ORD record
ord-4ab2415f46f64351a2a13daeef6949bc
Source dataset
uspto-grants-2009_06
Patent number
US07541372B2

Reaction notes

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