Ammonia → 5-(3,5-Difluorophenyl)-3-(pyridazin-4-yl)-1,2,4-oxadiazole

HRID 450668Notes

Reaction equation

HRID 450668 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[CH:13]=[C:14]([CH:18]=[C:19]([F:21])[CH:20]=1)[C:15](Cl)=O.N>>[F:11][C:12]1[CH:13]=[C:14]([C:15]2[O:1][N:2]=[C:3]([C:5]3[CH:10]=[CH:9][N:8]=[N:7][CH:6]=3)[N:4]=2)[CH:18]=[C:19]([F:21])[CH:20]=1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 1456003,5-Difluorobenzoyl chlorideHCID 136140373N-Hydroxy-4-pyridazinecarboximidamide

Product 1

HCID 445447695-(3,5-Difluorophenyl)-3-(pyridazin-4-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 3,5-difluorobenzoyl chloride (Aldrich). 1H NMR (300 MHz, CD3OD) δ 7.40 (tt, J=8.9, 2.4 Hz, 1 H), 7.85-7.94 (m, 2 H), 8.39 (dd, J=5.4, 2.2 Hz, 1 H), 9.46 (dd, J=5.4, 1.4 Hz, 1 H), 9.87 (dd, J=2.2, 1.4 Hz, 1 H) ppm; MS (DCI/NH3) m/z=261 (M+H)+.

Sources & evidence

ORD record
ord-67bd42ff4bf641b8a4d8bec4a47d42e1
Source dataset
uspto-grants-2013_07
Patent number
US08486979B2

Reaction notes

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