N,N-Dimethylethylenediamine → HCID 67215634, compound

HRID 1983194Notes

Reaction equation

HRID 1983194 reaction equation
F[C:2]1[C:7]([F:8])=[CH:6][C:5]([C:9]2[O:10][C:11]([C:14]3[C:15]([C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=4)=[N:16][O:17][C:18]=3[CH3:19])=[N:12][N:13]=2)=[C:4]([O:26][CH3:27])[CH:3]=1.[CH3:28][N:29]([CH3:33])[CH2:30][CH2:31][NH2:32]>>[F:8][C:7]1[CH:6]=[C:5]([C:9]2[O:10][C:11]([C:14]3[C:15]([C:20]4[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=4)=[N:16][O:17][C:18]=3[CH3:19])=[N:12][N:13]=2)[C:4]([O:26][CH3:27])=[CH:3][C:2]=1[NH:32][CH2:31][CH2:30][N:29]([CH3:33])[CH3:28]

Participants

3

Reactant 2

HCID 66053N,N-DimethylethylenediamineHCID 16723008HCID 16723008, compound

Product 1

HCID 67215634HCID 67215634, compoundYield 85%

Procedure

As described for example 26, 2-(4,5-difluoro-2-methoxy-phenyl)-5-(5-methyl-3-phenyl-isoxazol-4-yl)-[1,3,4]oxadiazole (200 mg, 0.54 mmol) instead of 2-(4-fluoro-2-methoxy-phenyl)-5-(5-methyl-3-phenyl-isoxazol-4-yl)-[1,3,4]oxadiazole was converted using N,N-dimethylethylenediamine instead of thiomorpholine to the title compound (202 mg, 85%) which was obtained as an off-white solid. MS: m/e=438.4 [M+H]+.

Sources & evidence

ORD record
ord-6632f3d3fc7449aa80c58888e97510f9
Source dataset
uspto-grants-2009_06
Patent number
US07541372B2

Reaction notes

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