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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2415384Generated: October 31, 2026

Dimethylformamide → HCID 69768834, compound

https://huagongshe.com/reaction/2415384

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantDiisopropylethylamineHCID 81531—
ReactantPotassium FluorideHCID 522689—
Reactant2-Chloro-5-(pyridin-2-yl)pyrimidineHCID 16726377—
ReactantHCID 69479994HCID 69479994—
SolventMethanolHCID 887—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
ProductHCID 69768834HCID 69768834—

Reaction Conditions

Temperature55 °C

Reaction Steps

A mixture of (R)-1,2,3,4-Tetrahydro-3-(2,3-dihydrobenzofuran-5-yl)-9H-pyrrolo-[3,4-b]quinolin-9-one, hydrochloride salt (1.273 g, 0.00373 mole) (prepared in example 6A), 2-chloro-5-(2-pyridinyl)pyrimidine (0.714 g, 0.00373 mole), KF (0.216 g, 0.00373 mole), and diisopropylethylamine (2.27 mL) in DMF (45 mL) was heated at 55° C. for 4 h. EtOAc was added, and the mixture was washed with 0.5N citric acid, then with 15% NaCl, brine and dried over MgSO4. Solvent was distilled out under reduced pressure to give a solid. The solid was dissolved in 10% methanol in dichloromethane and purified via column chromatography (EtOAc to 10% CH3OH in EtOAc) to yield the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06818646B2
Source datasetuspto-grants-2004_11
ORD IDord-d7fa101b54bb4b3fa33ce577eecf26c0
Source noteuspto-grants-2004_11