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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1497936Generated: October 30, 2026

1,1'-Carbonyldiimidazole → HCID 71280624, compound

https://huagongshe.com/reaction/1497936

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant6-Oxospiro[3.3]heptane-2-carboxylic acidHCID 33695230—
ReactantN-(5-(N'-hydroxycarbamimidoyl)-2-methylphenyl)imidazo[1,2-a]pyridine-3-carboxamideHCID 86677441—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 71280624HCID 71280624—

Reaction Conditions

Temperature120 °C

Reaction Steps

To a stirring solution of 6-oxospiro[3.3]heptane-2-carboxylic acid (50 mg, 0.32 mmol) in anhydrous NMP (1 mL) was added 1,1′-carbonyldiimidazole (CDI) (52.3 mg, 0.32 mmol). The reaction was stirred for 3 minutes. N-(5-(N′-hydroxycarbamimidoyl)-2-methylphenyl)imidazo[1,2-a]pyridine-3-carboxamide (9) (100 mg, 0.32 mmol) was added and the reaction was stirred for 25 minutes. Then, the reaction was heated at 120° C. for 15 minutes. The crude reaction was purified by reverse phase preparative HPLC to give N-(2-methyl-5-(5-(6-oxospiro[3.3]heptan-2-yl)-1,2,4-oxadiazol-3-yl)phenyl)imidazo[1,2-a]pyridine-3-carboxamide (F75). MS m/z 428.2 (M+1)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09199981B2
Source datasetuspto-grants-2015_12
ORD IDord-fd6936c24fa44477947101a6ed179be9
Source noteuspto-grants-2015_12