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

HRID 450620Notes

Reaction equation

HRID 450620 reaction equation
[F:1][C:2]1[C:11]([F:12])=[CH:10][CH:9]=[CH:8][C:3]=1[C:4](=[N:6][OH:7])[NH2:5].Cl.[C:14](Cl)(=O)[C:15]1[CH:20]=[CH:19][CH:18]=[N:17][CH:16]=1.N>>[F:1][C:2]1[C:11]([F:12])=[CH:10][CH:9]=[CH:8][C:3]=1[C:4]1[N:5]=[C:14]([C:15]2[CH:16]=[N:17][CH:18]=[CH:19][CH:20]=2)[O:7][N:6]=1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 884383-Pyridinecarbonyl chloride, hydrochloride (1:1)HCID 32783782,3-difluoro-N'-hydroxybenzenecarboximidamide

Product 1

HCID 670260303-(2,3-Difluorophenyl)-5-(pyridin-3-yl)-1,2,4-oxadiazole

Procedure

The title compound was prepared according to the procedure of Example 1 using 2,3-difluoro-N′-hydroxybenzimidamide (Tyger Scientific) and nicotinoyl chloride hydrochloride (Aldrich). 1H NMR (300 MHz, DMSO-d6) δ 7.42-7.61 (m, 1 H), 7.67-7.85 (m, 2 H), 7.91-8.04 (m, 1 H), 8.57 (dt, J=8.1, 1.9 Hz, 1 H), 8.92 (dd, J=4.8, 1.6 Hz, 1 H), 9.36 (dd, J=2.4, 0.8 Hz, 1 H) ppm; MS (DCI/NH3) m/z 260 (M+H)+.

Sources & evidence

ORD record
ord-7975f04eba414c908c32fc0a3e5fa393
Source dataset
uspto-grants-2013_07
Patent number
US08486979B2

Reaction notes

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