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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 336281Generated: October 26, 2026

Oxalyl chloride → 5-[4-(2,5-Dimethylpyrrolidin-1-yl)-3-nitrophenyl]-3-(2-methoxyphenyl)-1,2,4-oxadiazole

https://huagongshe.com/reaction/336281

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
ReactantDiisopropylethylamineHCID 81531—
ReactantN-Hydroxy-2-methoxy-benzamidineHCID 4652214—
Reactant4-(2,5-Dimethylpyrrolidin-1-yl)-3-nitrobenzoic acidHCID 59606554—
Product5-[4-(2,5-Dimethylpyrrolidin-1-yl)-3-nitrophenyl]-3-(2-methoxyphenyl)-1,2,4-oxadiazoleHCID 25256482—

Reaction Steps

Oxalyl chloride (152 mg; 1.2 mmol; 3 eq.), Intermediate 25 (106 mg; 0.4 mmol; 1 eq.), Intermediate 1 (66 mg; 0.4 mmol, 1 eq.) and DIEA (155 mg; 1.2 mmol; 3 eq.) were reacted according to general procedure 2. Purification by precipitation from Et2O/n-pentane afforded the title compound as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08889668B2
Source datasetuspto-grants-2014_11
ORD IDord-992a881eae5843aba1b743f965ef3696
Source noteuspto-grants-2014_11