4-(Chloromethyl)pyridinium chloride → 3-(5-Pyridin-4-yl-[1,2,4]oxadiazol-3-yl)phenol

HRID 366453Notes

Reaction equation

HRID 366453 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][CH:11]=1)[C:5](=[N:7][OH:8])[NH2:6].Cl.[CH2:13](Cl)[C:14]1[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=1>N1C=CC=CC=1>[N:17]1[CH:18]=[CH:19][C:14]([C:13]2[O:8][N:7]=[C:5]([C:4]3[CH:3]=[C:2]([OH:1])[CH:11]=[CH:10][CH:9]=3)[N:6]=2)=[CH:15][CH:16]=1

Participants

4

Reactant 2

HCID 745704-(Chloromethyl)pyridinium chlorideHCID 54381771N,3-dihydroxybenzenecarboximidamide

Product 1

HCID 232892773-(5-Pyridin-4-yl-[1,2,4]oxadiazol-3-yl)phenol

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

3-(5-Pyridin-4-yl-[1,2,4]oxadiazol-3-yl)phenol was prepared using 3-hydroxybenzamidoxime (3 g, 19.7 mM) and isonicotinyl chloride hydrochloride (3.51 g, 19.6 mM) in pyridine (15 mL) using Preparation 62 to provide 3.65 g of a brown precipitate; m.p., 145-146° C.

Workup

  1. customPreparation 62

Sources & evidence

ORD record
ord-b791f56e48c64422af5653e0f07fa460
Source dataset
uspto-grants-2000_10
Patent number
US06130217

Reaction notes

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