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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1507435Generated: October 30, 2026

Triethylamine → HCID 117701726, compound

https://huagongshe.com/reaction/1507435

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2-(2-Bromoethoxy)tetrahydro-2H-pyranHCID 86621—
ReactantHCID 117701579HCID 117701579—
SolventDimethylformamideHCID 6228—
ProductHCID 117701726HCID 11770172674%

Reaction Steps

To a solution of 7-hydroxy-3,8-dimethyl-2-[(2R)-pyrrolidin-2-yl]-4H-chromen-4-one hydrochloride (70 mg, 0.27 mmol) obtained in Example 2-3 and triethylamine (56 μL, 0.40 mmol) in dimethylformamide (1.5 mL), 2-(2-bromoethoxy)tetrahydro-2H-pyran (163 μL, 1.08 mmol) was added dropwise, and then the mixture was stirred at room temperature for 20 hours. Triethylamine (38 μL, 0.27 mmol) and 2-(2-bromoethoxy)tetrahydro-2H-pyran (41 μL, 0.27 mmol) were further added dropwise thereto, and then the mixture was stirred at room temperature for 27 hours. The reaction solution was concentrated, and then the obtained residue was purified by silica gel column chromatography (chloroform/methanol=100/0→90/10) to obtain 77 mg of the title compound (yield: 74%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09221811B2
Source datasetuspto-grants-2015_12
ORD IDord-22f6cc4c1f494deb84c4640deef23cfc
Source noteuspto-grants-2015_12