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

HRID 450685Notes

Reaction equation

HRID 450685 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]([OH:12])=O)=[CH:9][C:4]=2[CH:3]=[CH:2]1.O[N:14]=[C:15]([NH2:22])[C:16]1[CH:21]=[CH:20][CH:19]=[N:18][CH:17]=1.N>>[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]3[O:12][N:22]=[C:15]([C:16]4[CH:17]=[N:18][CH:19]=[CH:20][CH:21]=4)[N:14]=3)=[CH:9][C:4]=2[CH:3]=[CH:2]1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 308113N-HydroxynicotinimidamideHCID 5956561-Benzofuran-5-Carboxylic Acid

Product 1

HCID 445449665-(Benzofuran-5-yl)-3-(pyridin-3-yl)-1,2,4-oxadiazole

Procedure

The title compound was prepared according to Method C using benzofuran-5-carboxylic acid (Aldrich) and N′-hydroxynicotinimidamide (Tyger). 1H NMR (300 MHz, DMSO-d6) δ 7.20 (dd, J=2.0, 1.0 Hz, 1 H), 7.66 (ddd, J=7.9, 4.8, 0.8 Hz, 1 H), 7.91 (dt, J=8.6, 1.0, 0.8 Hz, 1 H), 8.14-8.24 (m, 2 H), 8.47 (dt, J=7.9, 2.0 Hz, 1 H), 8.60 (d, J=1.4 Hz, 1 H), 8.82 (dd, J=4.7, 1.7 Hz, 1 H), 9.28 (dd, J=2.2, 0.8 Hz, 1 H) ppm; MS (DCI/NH3) m/z 264 (M+H)+.

Sources & evidence

ORD record
ord-646656b64b2041f0b52ff0b49afd333c
Source dataset
uspto-grants-2013_07
Patent number
US08486979B2

Reaction notes

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