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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1717419Generated: November 2, 2026

1,1'-Carbonyldiimidazole → HCID 136104427, compound

https://huagongshe.com/reaction/1717419

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant5-[(4Z)-4-amino-4-hydroxyiminobutyl]-N-cyclopropyl-1-[4-(ethylcarbamoyl)phenyl]triazole-4-carboxamideHCID 57665032—
SolventTetrahydrofuranHCID 8028—
ProductHCID 136104427HCID 13610442759%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 5-[(4Z)-4-amino-4-(hydroxyimino)butyl]-N-cyclopropyl-1-{4-[(ethylamino)carbonyl]phenyl}-1H-1,2,3-triazole-4-carboxamide (240 mg, 0.6 mmol) obtained in Example 1209 and 1,1′-carbonyldiimidazole (97 mg, 0.6 mmol) in THF (5 ml) was added DBU (91 mg, 0.6 mmol) at room temperature and the mixture was stirred at 50° C. for 3 hr and concentrated. The residue was dissolved in water (10 ml), adjusted to pH 4-5 with 1N hydrochloric acid and liberated oil was extracted with ethyl acetate (30 ml×2). The extract was dried over anhydrous sodium sulfate, and the solvent was evaporated. The residue was purified by silica gel column (hexane/ethyl acetate=1/1 to ethyl acetate/methanol=4/1) to give the title compound as a colorless powder (150 mg, 59%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07803822B2
Source datasetuspto-grants-2010_09
ORD IDord-b7414dbccc4a474680994d46acbbdedb
Source noteuspto-grants-2010_09