Ammonia → 3-(Pyridazin-4-yl)-5-(2,3,6-trifluorophenyl)-1,2,4-oxadiazole

HRID 578162Notes

Reaction equation

HRID 578162 reaction equation
[OH:1][N:2]=[C:3]([C:5]1[CH:10]=[CH:9][N:8]=[N:7][CH:6]=1)[NH2:4].[F:11][C:12]1[C:20]([F:21])=[CH:19][CH:18]=[C:17]([F:22])[C:13]=1[C:14](Cl)=O.N>>[N:8]1[CH:9]=[CH:10][C:5]([C:3]2[N:4]=[C:14]([C:13]3[C:17]([F:22])=[CH:18][CH:19]=[C:20]([F:21])[C:12]=3[F:11])[O:1][N:2]=2)=[CH:6][N:7]=1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 5944072,3,6-Trifluorobenzoyl chlorideHCID 136140373N-Hydroxy-4-pyridazinecarboximidamide

Product 1

HCID 445447723-(Pyridazin-4-yl)-5-(2,3,6-trifluorophenyl)-1,2,4-oxadiazole

Procedure

The titled compound was prepared according to the procedure of Method D using the product of Example 83D and 2,3,6-trifluorobenzoyl chloride (Aldrich). 1H NMR (300 MHz, CD3OD) δ 7.28-7.37 (m, J=9.5, 9.5, 3.7, 2.4 Hz, 1H), 7.67-7.79 (m, J=9.6, 9.6, 8.7, 4.9 Hz, 1H), 8.39 (dd, J=5.3, 2.2 Hz, 1H), 9.46 (dd, J=5.3, 1.2 Hz, 1H), 9.88 (dd, J=2.2, 1.2 Hz, 1H) ppm; MS (DCI/NH3) m/z=279 (M+H)+.

Sources & evidence

ORD record
ord-1a0f77f8d1744fe6b00e6475210a43f5
Source dataset
uspto-grants-2015_05
Patent number
US09040568B2

Reaction notes

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