3-Chlorothiophene-2-carbonyl chloride → 5-[5-(3-Chloro-2-thienyl)-1,2,4-oxadiazol-3-yl]-2-methoxypyridine

HRID 1823855Notes

Reaction equation

HRID 1823855 reaction equation
[Cl:1][C:2]1[CH:6]=[CH:5][S:4][C:3]=1[C:7](Cl)=[O:8].[CH3:10][O:11][C:12]1[N:17]=[CH:16][C:15]([C:18](=[N:20]O)[NH2:19])=[CH:14][CH:13]=1>>[Cl:1][C:2]1[CH:6]=[CH:5][S:4][C:3]=1[C:7]1[O:8][N:19]=[C:18]([C:15]2[CH:16]=[N:17][C:12]([O:11][CH3:10])=[CH:13][CH:14]=2)[N:20]=1

Participants

3

Reactant 2

HCID 27358243-Chlorothiophene-2-carbonyl chlorideHCID 57368824HCID 57368824, compound

Product 1

HCID 221478835-[5-(3-Chloro-2-thienyl)-1,2,4-oxadiazol-3-yl]-2-methoxypyridine

Procedure

The title compound was prepared as in Example 16 from 3-chloro-thiophene-2-carbonyl chloride (0.150 g, 0.828 mmol) and 6-methoxy-pyridine-3-amidoxime (0.138 g, 0.828 mmol) as a white solid (166 mg, 63%). 1H NMR (DMSO-d6): 8.84 (d, J=2.4 Hz, 1H), 8.28 (m, 1H), 8.20 (d, J=6.0 Hz, 1H), 7.42 (d, J=5.1 Hz, 1H), 7.04 (d, J=9.3 Hz, 1H).

Sources & evidence

ORD record
ord-c09cd81da17a4c989e5c6c30b8a34886
Source dataset
uspto-grants-2006_05
Patent number
US07041685B2

Reaction notes

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