Ammonia → 3-(5-(2-Fluoropyridin-3-yl)-1,2,4-oxadiazol-3-yl)benzonitrile

HRID 450654Notes

Reaction equation

HRID 450654 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([CH:10]=[CH:11][CH:12]=1)[C:6](=[N:8][OH:9])[NH2:7])#[N:2].[F:13][C:14]1[N:22]=[CH:21][CH:20]=[CH:19][C:15]=1[C:16](Cl)=O.N>>[F:13][C:14]1[C:15]([C:16]2[O:9][N:8]=[C:6]([C:5]3[CH:4]=[C:3]([CH:12]=[CH:11][CH:10]=3)[C:1]#[N:2])[N:7]=2)=[CH:19][CH:20]=[CH:21][N:22]=1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 219595822-Fluoropyridine-3-carbonyl chlorideHCID 573689333-Cyano-N-hydroxy-benzamidine

Product 1

HCID 670259993-(5-(2-Fluoropyridin-3-yl)-1,2,4-oxadiazol-3-yl)benzonitrile

Procedure

The title compound was prepared according to the procedure of Example 4B using 3-cyano-N′-hydroxybenzimidamide (Example 4A) and 2-fluoronicotinoyl chloride (Aldrich). 1H NMR (300 MHz, DMSO-d6) δ 7.87 (m, 1 H), 7.95 (m, 1 H), 8.17 (m, 1 H), 8.17 (m, 1 H), 8.43 (m, 1 H), 8.6 (m, 1 H), 8.8 (m, 1 H) ppm; MS (DCI/NH3) m/z 267 (M+H)+.

Sources & evidence

ORD record
ord-e9554b041b4048bba8a50edec840f13f
Source dataset
uspto-grants-2013_07
Patent number
US08486979B2

Reaction notes

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