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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1736128Generated: November 2, 2026

Ammonium Chloride → HCID 19434969, compound

https://huagongshe.com/reaction/1736128

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
ReactantEthyl 6-bromohexanoateHCID 117544—
Reactant2-(4-Acetylamino-3-fluorophenyl)-5-amino-6,8-difluoro-4H-1-benzopyran-4-oneHCID 19434907—
ReactantPotassium tert-butoxideHCID 23665647—
SolventDimethylformamideHCID 6228—
ProductHCID 19434969HCID 1943496985%

Reaction Steps

1.00 g (2.87 mmol) of Compound 27 obtained in Example 27 was dissolved in 10 ml of dimethylformamide under argon atmosphere, 355 mg of potassium tert-butoxide and 1.02 ml of ethyl 6-bromohexanoate were added under ice-cooling and the mixture was stirred at room temperature for 4.5 hours. An aqueous ammonium chloride solution was added to the reaction solution and the mixture was extracted with ethyl acetate. The organic layer was washed with an aqueous saturated solution of sodium chloride, dried over anhydrous sodium sulfate and purified by silica gel column chromatography (chloroform:methanol=30:1) to give 1.26 g (85%) of 2-[4-[N-acetyl-N-(5-ethoxycarbonylpentyl)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-f824ce49ef8a4e65b38cfd652b8fdd45
Source noteuspto-grants-1996_07