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

HRID 450660Notes

Reaction equation

HRID 450660 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]=[CH:19][C:20]=1[F:21])[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]=[CH:19][C:20]=1[F:21]

Participants

4

Reactant 3

HCID 222AmmoniaHCID 27245193,4-Difluorobenzoyl chlorideHCID 136140373N-Hydroxy-4-pyridazinecarboximidamide

Product 1

HCID 445113055-(3,4-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 3,4-difluorobenzoyl chloride (Aldrich). 1H NMR (300 MHz, DMSO-d6) δ 7.80 (dt, J=10.5, 8.3 Hz, 1 H), 8.08-8.19 (m, 1 H), 8.29 (dd, J=5.4, 2.4 Hz, 1 H), 8.31-8.38 (m, 1 H), 9.55 (dd, J=5.4, 1.4 Hz, 1 H), 9.82 (dd, J=2.2, 1.2 Hz, 1 H) ppm; MS (DCI/NH3) m/z 261 (M+H)+.

Sources & evidence

ORD record
ord-8bb930946e53406a98bb7b8ad02c7cef
Source dataset
uspto-grants-2013_07
Patent number
US08486979B2

Reaction notes

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