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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1736124Generated: October 31, 2026

Water → HCID 19434847, compound

https://huagongshe.com/reaction/1736124

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant1,6-DibromohexaneHCID 12368—
ReactantSodium hydrideHCID 24758—
Reactant2-(4-Acetylamino-3-fluorophenyl)-5-amino-6,8-difluoro-4H-1-benzopyran-4-oneHCID 19434907—
SolventDimethylformamideHCID 6228—
ProductHCID 19434847HCID 1943484783%

Reaction Steps

5.00 g (14.4 mmol) of Compound 27 obtained in Example 27 was dissolved in 150 ml of dimethylformamide under argon atmosphere, 10.9 ml of 1,6-dibromohexane and 575 mg of sodium hydride (60% oil dispersion) were added under ice-cooling and the mixture was stirred at room temperature for 2 hours. Water was added to the reaction solution and the mixture was extracted with ethyl acetate. The organic layer was washed once with water and once with an aqueous saturated solution of sodium chloride and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure and the residue was purified by silica gel column chromatography (chloroform:acetone=20:1) to give 6.11 g (83%) of 2-[4-[N-acetyl-N-(6-bromohexyl)amino]-3-fluorophenyl]-5-amino-6,8-difluoro-4H-1-benzopyran-4-one.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05539112
Source datasetuspto-grants-1996_07
ORD IDord-96ab6806060e4bb18d6837a501f05c34
Source noteuspto-grants-1996_07