Methyl (z)-2-((((1-aminoethylidene)amino)oxy)carbonyl)isonicotinate → Methyl 2-(3-methyl-1,2,4-oxadiazol-5-yl)isonicotinate

HRID 2064268Notes

Reaction equation

HRID 2064268 reaction equation
[NH2:1]/[C:2](=[N:4]\[O:5][C:6]([C:8]1[CH:9]=[C:10]([CH:15]=[CH:16][N:17]=1)[C:11]([O:13][CH3:14])=[O:12])=O)/[CH3:3]>C1(C)C=CC=CC=1>[CH3:3][C:2]1[N:1]=[C:6]([C:8]2[CH:9]=[C:10]([CH:15]=[CH:16][N:17]=2)[C:11]([O:13][CH3:14])=[O:12])[O:5][N:4]=1

Participants

3

Reactant 1

HCID 87287813Methyl (z)-2-((((1-aminoethylidene)amino)oxy)carbonyl)isonicotinate

Product 1

HCID 67151212Methyl 2-(3-methyl-1,2,4-oxadiazol-5-yl)isonicotinate

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of (Z)-methyl 2-((1-aminoethylideneaminooxy)carbonyl)isonicotinate in toluene (1 L) was heated at reflux overnight. The obtained mixture was evaporated and purified by silica-gel column chromatography to afford methyl 2-(3-methyl-1,2,4-oxadiazol-5-yl)isonicotinate as a white solid.

Workup

  1. temperatureat reflux overnight
  2. customThe obtained mixture was evaporated
  3. custompurified by silica-gel column chromatography

Sources & evidence

ORD record
ord-43577a4fef5444f7968f3f92171ef2ba
Source dataset
uspto-grants-2012_10
Patent number
US08288405B2

Reaction notes

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