1,4-Dimethyl-1H-imidazole-5-carboxylic acid → 3-Cyclopropyl-5-(3,5-dimethyl-3H-imidazol-4-yl)-[1,2,4]oxadiazole

HRID 584696Notes

Reaction equation

HRID 584696 reaction equation
[CH3:1][N:2]1[C:6]([C:7]([OH:9])=O)=[C:5]([CH3:10])[N:4]=[CH:3]1.O[NH:12][C:13]([CH:15]1[CH2:17][CH2:16]1)=[NH:14]>>[CH:15]1([C:13]2[N:14]=[C:7]([C:6]3[N:2]([CH3:1])[CH:3]=[N:4][C:5]=3[CH3:10])[O:9][N:12]=2)[CH2:17][CH2:16]1

Participants

3

Reactant 2

HCID 126854851,4-Dimethyl-1H-imidazole-5-carboxylic acidHCID 178513214HCID 178513214, compound

Product 1

HCID 222717413-Cyclopropyl-5-(3,5-dimethyl-3H-imidazol-4-yl)-[1,2,4]oxadiazole

Procedure

The title compound, off-white solid, m.p. 88° C. and MS: m/e=204.3 (M+), was prepared from 3,5-dimethyl-3H-imidazole-4-carboxylic acid and N-hydroxy-cyclopropanecarboxamidine in accordance with the general procedure of example 12a.

Sources & evidence

ORD record
ord-1e4740cc7e634bc8af32ff6d3a9a4503
Source dataset
uspto-grants-2005_08
Patent number
US06927232B2

Reaction notes

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