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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1950845Generated: October 30, 2026

Oxalyl chloride → 5-(2,2'-Dimethylbiphenyl-4-YL)-3-(5-fluoro-2-methoxyphenyl)-1,2,4-oxadiazole

https://huagongshe.com/reaction/1950845

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
ReactantDiisopropylethylamineHCID 81531—
Reactant2,2'-Dimethyl-[1,1'-biphenyl]-4-carboxylic acidHCID 21937303—
Reactant5-fluoro-N'-hydroxy-2-methoxybenzenecarboximidamideHCID 72336823—
Product5-(2,2'-Dimethylbiphenyl-4-YL)-3-(5-fluoro-2-methoxyphenyl)-1,2,4-oxadiazoleHCID 25256388—

Reaction Steps

Oxalyl chloride (190 mg; 1.5 mmol; 3 eq.), Intermediate 16 (113 mg; 0.5 mmol; 1 eq.), Intermediate 23 (92 mg; 0.5 mmol, 1 eq.) and DIEA (194 mg; 1.5 mmol; 3 eq.) were reacted according to general procedure 2. Purification by column chromatography (c-hexane/ethyl acetate, 90/10) afforded the title compound as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08404676B2
Source datasetuspto-grants-2013_03
ORD IDord-b14d5c7e4f22409388caec26a2f02c35
Source noteuspto-grants-2013_03