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

HRID 450662Notes

Reaction equation

HRID 450662 reaction equation
[OH:1][N:2]=[C:3]([C:5]1[CH:10]=[CH:9][N:8]=[N:7][CH:6]=1)[NH2:4].Cl.[C:12](Cl)(=O)[C:13]1[CH:18]=[CH:17][CH:16]=[N:15][CH:14]=1.N>>[N:8]1[CH:9]=[CH:10][C:5]([C:3]2[N:4]=[C:12]([C:13]3[CH:14]=[N:15][CH:16]=[CH:17][CH:18]=3)[O:1][N:2]=2)=[CH:6][N:7]=1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 884383-Pyridinecarbonyl chloride, hydrochloride (1:1)HCID 136140373N-Hydroxy-4-pyridazinecarboximidamide

Product 1

HCID 445445693-(Pyridazin-4-yl)-5-(pyridin-3-yl)-1,2,4-oxadiazole

Procedure

The titled compound was prepared according to the procedure of Method D using the product of Example 83D and nicotinoyl chloride hydrochloride (Aldrich). 1H NMR (300 MHz, DMSO-d6) δ 7.75 (ddd, J=8.0, 4.9, 0.7 Hz, 1 H), 8.32 (dd, J=5.3, 2.2 Hz, 1 H), 8.61 (dt, J=8.2, 1.8 Hz, 1 H), 8.93 (dd, J=5.1, 1.7 Hz, 1 H), 9.39 (dd, J=2.2, 0.8 Hz, 1 H), 9.55 (dd, J=5.4, 1.4 Hz, 1 H), 9.85 (dd, J=2.2, 1.2 Hz, 1 H) ppm; MS (DCI/NH3) m/z 226 (M+H)+.

Sources & evidence

ORD record
ord-5321082cb4cb4aff888f77317271582b
Source dataset
uspto-grants-2013_07
Patent number
US08486979B2

Reaction notes

Loading…