3-Chlorothiophene-2-carbonyl chloride → 2-[5-(3-Chloro-thiophen-2-yl)-[1,2,4]oxadiazol-3-yl]-5-trifluoromethyl-pyridine

HRID 1823859Notes

Reaction equation

HRID 1823859 reaction equation
[F:1][C:2]([F:14])([F:13])[C:3]1[CH:4]=[CH:5][C:6]([C:9](=[N:11][OH:12])[NH2:10])=[N:7][CH:8]=1.[Cl:15][C:16]1[CH:20]=[CH:19][S:18][C:17]=1[C:21](Cl)=O>>[Cl:15][C:16]1[CH:20]=[CH:19][S:18][C:17]=1[C:21]1[O:12][N:11]=[C:9]([C:6]2[CH:5]=[CH:4][C:3]([C:2]([F:1])([F:13])[F:14])=[CH:8][N:7]=2)[N:10]=1

Participants

3

Reactant 2

HCID 27358243-Chlorothiophene-2-carbonyl chlorideHCID 27793275-(Trifluoromethyl)pyridin-2-ylamidoxime

Product 1

HCID 99673652-[5-(3-Chloro-thiophen-2-yl)-[1,2,4]oxadiazol-3-yl]-5-trifluoromethyl-pyridine

Procedure

The title compound was prepared from 5-trifluoromethyl-pyridine-2-amidoxime (516 mg, 2.52 mmol) and 3-chloro-thiophene-2-carbonyl chloride (455 mg, 2.51 mmol) similar to Example 16, and yielded 764 mg (92%) of off-white solid. 1H NMR (CDCl3): 9.09 (m, 1H), 8.36 (d, J=8.24 Hz, 1H), 8.14 (m, 1H), 7.66 (d, J=5.22 Hz, 1H), 7.16 (d, J=5.49 Hz, 1H).

Sources & evidence

ORD record
ord-ee1f4154f892479997aa1983e3529a5c
Source dataset
uspto-grants-2006_05
Patent number
US07041685B2

Reaction notes

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