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

HRID 450664

Reaction equation

[OH:1][N:2]=[C:3]([NH2:10])[C:4]1[CH:9]=[CH:8][CH:7]=[N:6][CH:5]=1.[N:11]1[CH:16]=[CH:15][C:14]([C:17](O)=O)=[CH:13][N:12]=1.N>>[N:11]1[CH:16]=[CH:15][C:14]([C:17]2[O:1][N:2]=[C:3]([C:4]3[CH:5]=[N:6][CH:7]=[CH:8][CH:9]=3)[N:10]=2)=[CH:13][N:12]=1

Participants

Reactant 3

HCID 222Ammonia

HCID 308113N-Hydroxynicotinimidamide

HCID 2761046Pyridazine-4-carboxylic Acid

Product 1

HCID 445446695-(Pyridazin-4-yl)-3-(pyridin-3-yl)-1,2,4-oxadiazole

Procedure

The titled compound was prepared according to the procedure of Method C using N′-hydroxynicotinimidamide (Aldrich) and pyridazine-4-carboxylic acid (Aldrich). 1H NMR (300 MHz, CD3OD) δ 7.67 (ddd, J=8.1, 5.0, 0.8 Hz, 1 H), 8.45 (dd, J=5.4, 2.4 Hz, 1 H), 8.60 (dt, J=8.1, 1.9 Hz, 1 H), 8.78 (dd, J=5.1, 1.7 Hz, 1 H), 9.34 (dd, J=2.2, 0.8 Hz, 1 H), 9.55 (dd, J=5.4, 1.4 Hz, 1 H), 9.94 (dd, J=2.2, 1.2 Hz, 1 H) ppm; MS (DCI/NH3) m/z=226 (M+H)+.

Sources & evidence

ORD record: ord-024abf02b7024068963883049cc87dae
Source dataset: uspto-grants-2013_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08486979B2

Linked notes

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