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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2229440Generated: October 25, 2026

(R)-2,3-Dihydrobenzo[1,4]dioxine-2-carbonyl chloride → (2R)-N-{[7-(1-Hydroxycyclopentyl)-6,7-dihydrocyclobuta[g][1]benzofuran-7-yl]methyl}-2,3-dihydro-1,4-benzodioxine-2-carboxamide

https://huagongshe.com/reaction/2229440

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(R)-2,3-Dihydrobenzo[1,4]dioxine-2-carbonyl chlorideHCID 7022160—
Reactant1-[7-(Aminomethyl)-6,7-dihydrocyclobuta[g][1]benzofuran-7-yl]cyclopentanolHCID 18467786—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
SolventDiisopropylethylamineHCID 81531—
Product(2R)-N-{[7-(1-Hydroxycyclopentyl)-6,7-dihydrocyclobuta[g][1]benzofuran-7-yl]methyl}-2,3-dihydro-1,4-benzodioxine-2-carboxamideHCID 69953004—

Reaction Steps

A solution of 762 mg of (2R)-2,3-dihydrobenzo[1,4]dioxin-2-ylcarboxylic acid chloride is added, at 0° C., to 900 mg of the compound obtained in Step A in 30 ml of dichloromethane and 1.2 ml of diisopropylethylamine. After 48 hours at room temperature, the reaction mixture is diluted with water and extracted with dichloromethane. Conventional treatment of the organic phases enables, after evaporation under reduced pressure, the expected product to be isolated in the form of a meringue.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06420413B2
Source datasetuspto-grants-2002_07
ORD IDord-2b032aa984264521900368960fc2444a
Source noteuspto-grants-2002_07