Ammonia → 5-(2,4,5-Trifluorophenyl)-3-(pyridin-3-yl)-1,2,4-oxadiazole

HRID 578094

Reaction equation

HRID 578094 reaction equation
[OH:1][N:2]=[C:3]([NH2:10])[C:4]1[CH:9]=[CH:8][CH:7]=[N:6][CH:5]=1.[F:11][C:12]1[CH:20]=[C:19]([F:21])[C:18]([F:22])=[CH:17][C:13]=1[C:14](O)=O.N>>[F:11][C:12]1[CH:20]=[C:19]([F:21])[C:18]([F:22])=[CH:17][C:13]=1[C:14]1[O:1][N:2]=[C:3]([C:4]2[CH:5]=[N:6][CH:7]=[CH:8][CH:9]=2)[N:10]=1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 308113N-HydroxynicotinimidamideHCID 5211702,4,5-Trifluorobenzoic acid

Product 1

HCID 670260755-(2,4,5-Trifluorophenyl)-3-(pyridin-3-yl)-1,2,4-oxadiazole

Procedure

The title compound was prepared according to the procedure of Example 8 using N′-hydroxynicotinimidamide (Aldrich) and 2,4,5-trifluorobenzoic acid (Aldrich). 1H NMR (300 MHz, CD3OD) δ 7.55 (td, J=10.3, 6.4 Hz, 1H), 7.64 (ddd, J=8.1, 5.0, 0.8 Hz, 1H), 8.23 (ddd, J=10.3, 8.6, 6.4 Hz, 1H), 8.56 (dt, J=8.1, 1.9 Hz, 1H), 8.75 (dd, J=5.1, 1.7 Hz, 1H), 9.29 (d, J=1.4 Hz, 1H) ppm; MS (DCI/NH3) m/z 278 (M+H)+.

Sources & evidence

ORD record
ord-205ca4d0d83d46d887c2974e6f433a69
Source dataset
uspto-grants-2015_05
Patent number
US09040568B2

Linked notes

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