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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1773698Generated: November 2, 2026

Tert-Butyl nitrite → N-(6-cyclopropyl-5-(6-(3,5-dimethylisoxazol-4-yl)-2-oxo-2,3-dihydro-1H-benzo[d]imidazol-4-yl)pyridin-3-yl)acetamide

https://huagongshe.com/reaction/1773698

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTert-Butyl nitriteHCID 10906—
Reactant4-(5-amino-2-cyclopropylpyridin-3-yl)-6-(3,5-dimethylisoxazol-4-yl)-1H-benzo[d]imidazol-2(3H)-oneHCID 117601814—
SolventAcetonitrileHCID 6342—
SolventEthyl AcetateHCID 8857—
ProductN-(6-cyclopropyl-5-(6-(3,5-dimethylisoxazol-4-yl)-2-oxo-2,3-dihydro-1H-benzo[d]imidazol-4-yl)pyridin-3-yl)acetamideHCID 11760194518.9%

Reaction Steps

4-(5-Amino-2-cyclopropylpyridin-3-yl)-6-(3,5-dimethylisoxazol-4-yl)-1H-benzo[d]imidazol-2(3H)-one (75 mg, 0.21 mmol) was dissolved in acetonitrile (2 mL), at room temperature added tert-butyl nitrite (32 mg, 0.31 mmol) and CuBr2 (56 mg, 0.25 mmol), stirred at room temperature for 1 h. The reaction mixture was diluted with EtOAc, washed with brine, evaporated organic solvent, purified with Prep HPLC. (0-100% CH3CN/H2O) to afford 16 mg of N-(6-cyclopropyl-5-(6-(3,5-dimethylisoxazol-4-yl)-2-oxo-2,3-dihydro-1H-benzo[d]imidazol-4-yl)pyridin-3-yl)acetamide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09255089B2
Source datasetuspto-grants-2016_02
ORD IDord-dce4709c61fa4f9e93cc0ebd0fe5ef14
Source noteuspto-grants-2016_02