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

HRID 578157Notes

Reaction equation

HRID 578157 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][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]=[CH:19][CH:20]=1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 743763-Fluorobenzoyl chlorideHCID 136140373N-Hydroxy-4-pyridazinecarboximidamide

Product 1

HCID 445446715-(3-Fluorophenyl)-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-fluorobenzoyl chloride (Aldrich). 1H NMR (300 MHz, CD3OD) δ 7.45-7.53 (m, 1H), 7.69 (td, J=8.1, 5.6 Hz, 1H), 8.00 (ddd, J=9.1, 2.6, 1.4 Hz, 1H), 8.11 (dt, J=7.9, 1.2 Hz, 1H), 8.39 (dd, J=5.4, 2.2 Hz, 1H), 9.45 (dd, J=5.2, 1.2 Hz, 1H), 9.87 (dd, J=2.2, 1.4 Hz, 1H) ppm; MS (DCI/NH3) m/z=243 (M+H)+.

Sources & evidence

ORD record
ord-a6a6363a7edf4cdc9ecd66d60e3114b4
Source dataset
uspto-grants-2015_05
Patent number
US09040568B2

Reaction notes

Loading…