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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1438535Generated: November 1, 2026

Trimethylsilyl isocyanate → 4-Chloro-N-[5-chloro-2-(2-oxo-1,2-dihydro-quinazolin-4-yl)-pyridin-3-yl]-3-trifluoromethyl-benzenesulfonamide

https://huagongshe.com/reaction/1438535

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylsilyl isocyanateHCID 70696—
ReactantN-[2-(2-amino-benzoyl)-5-chloro-pyridin-3-yl]-4-chloro-3-trifluoromethyl-benzenesulfonamideHCID 57942118—
SolventAcetic AcidHCID 176—
SolventTetrahydrofuranHCID 8028—
Product4-Chloro-N-[5-chloro-2-(2-oxo-1,2-dihydro-quinazolin-4-yl)-pyridin-3-yl]-3-trifluoromethyl-benzenesulfonamideHCID 44177072—

Reaction Conditions

Temperature65 °C

Reaction Steps

To a stirred solution of N-[2-(2-amino-benzoyl)-5-chloro-pyridin-3-yl]-4-chloro-3-trifluoromethyl-benzenesulfonamide (48 mg, 0.097 mmol) in anhydrous THF (2 mL) and AcOH (400 μL) was added TMSisocyanate (32 μL, 0.22 mmol) and the resulting mixture was heated at 65° C. overnight. The crude reaction mixture was directly purified by HPLC to provide 4-Chloro-N-[5-chloro-2-(2-oxo-1,2-dihydro-quinazolin-4-yl)-pyridin-3-yl]-3-trifluoromethyl-benzenesulfonamide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07622583B2
Source datasetuspto-grants-2009_11
ORD IDord-ce79b4c5bbea489bab12977f320910f0
Source noteuspto-grants-2009_11