Ammonia → 1-(3-(3-(Pyridin-3-yl)-1,2,4-oxadiazol-5-yl)phenyl)ethanone

HRID 450649Notes

Reaction equation

HRID 450649 reaction equation
[OH:1][N:2]=[C:3]([NH2:10])[C:4]1[CH:9]=[CH:8][CH:7]=[N:6][CH:5]=1.[C:11]([C:14]1[CH:15]=[C:16]([CH:20]=[CH:21][CH:22]=1)[C:17](O)=O)(=[O:13])[CH3:12].N>>[N:6]1[CH:7]=[CH:8][CH:9]=[C:4]([C:3]2[N:10]=[C:17]([C:16]3[CH:15]=[C:14]([C:11](=[O:13])[CH3:12])[CH:22]=[CH:21][CH:20]=3)[O:1][N:2]=2)[CH:5]=1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 2203243-Acetylbenzoic acidHCID 308113N-Hydroxynicotinimidamide

Product 1

HCID 597587481-(3-(3-(Pyridin-3-yl)-1,2,4-oxadiazol-5-yl)phenyl)ethanone

Procedure

The title compound was prepared according to the procedure of Example 8 using N′-hydroxynicotinimidamide (Aldrich) and 3-acetylbenzoic acid (Aldrich). 1H NMR (300 MHz, CD3OD) δ 2.72 (s, 3 H), 7.66 (ddd, J=8.0, 4.9, 1.0 Hz, 1 H), 7.80 (t, J=8.1 Hz, 1 H), 8.31 (ddd, J=8.1, 1.4, 1.2 Hz, 1 H), 8.47 (ddd, J=8.1, 1.4, 1.2 Hz, 1 H), 8.59 (ddd, J=8.1, 2.0, 1.8 Hz, 1 H), 8.75 (dd, J=5.2, 1.6 Hz, 1 H), 8.81 (t, J=1.4 Hz, 1 H), 9.32 (dd, J=2.4, 0.8 Hz, 1 H) ppm; MS (DCI/NH3) m/z 266 (M+H)+.

Sources & evidence

ORD record
ord-e05d86bc2ea644a5a095a0380296c52f
Source dataset
uspto-grants-2013_07
Patent number
US08486979B2

Reaction notes

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