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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2414352Generated: October 31, 2026

Water → HCID 22645702, compound

https://huagongshe.com/reaction/2414352

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant3-Bromopropionic acidHCID 11553—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
ReactantHCID 10523682HCID 10523682—
SolventDimethylformamideHCID 6228—
ProductHCID 22645702HCID 2264570227%

Reaction Steps

To a solution of 7-(acetoxymethyl)-5-amino-2-[4-amino-3-fluorophenyl]-6,8-difluoro-4H-1-benzopyran-4-one (1.51 g, 4.00 mmol) in dimethylformamide (40 mL) were added 3-bromopropionic acid (3.06 g, 20.0 mmol) and 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride (3.83 g, 20.0 mmol), and the mixture was stirred at room temperature for 45 minutes. Water was added thereto and the mixture was extracted with ethyl acetate. Purification by silica gel column chromatography (6:1 chloroform/acetate) gave 7-(acetoxymethyl)-5-amino-2-[4-[(3-bromopropionyl)amino]-3-fluorophenyl]-6,8-difluoro-4H-1-benzopyran-4-one (554 mg, 27%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06812246B2
Source datasetuspto-grants-2004_11
ORD IDord-7c75ef8e2c1a4531b5150ceb6d502775
Source noteuspto-grants-2004_11