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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 877086Generated: October 30, 2026

Potassium Carbonate → 5-(4-(3-Chloro-4-(pyridin-2-ylmethoxy)phenylamino)quinazolin-6-yl)furan-2-carbaldehyde

https://huagongshe.com/reaction/877086

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantFuran-2-boronic acidHCID 2734357—
Reactant[3-Chloro-4-(2-pyridylmethoxyl)-phenyl]-(6-iodo-quinazolin-4-yl)-amine hydrochloride saltHCID 68153209—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Solvent1,2-DimethoxyethaneHCID 8071—
Product5-(4-(3-Chloro-4-(pyridin-2-ylmethoxy)phenylamino)quinazolin-6-yl)furan-2-carbaldehydeHCID 87424904—

Reaction Conditions

Temperature75 °C

Reaction Steps

A mixture of compound 8.3 (489 mg, 1.0 mmol), 2-furylboronic acid (185 mg, 1.2 mmol) and palladium catalyst (73.0 mg, 0.10 mmol) in 1.0 mL of K2CO3 (2.0M), 1.0 mL of EtOH and 4.0 mL of DME was heated at 75° C. under nitrogen atmosphere for 4 hr. LS-MS showed the reaction completed. Concentrated the mixture under reduced pressure and washed the residue with water (2×5.0 mL) then with cool ether (10.0 mL) to get a gray solid (400 mg), which was used for next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08987284B2
Source datasetuspto-grants-2015_03
ORD IDord-ae9d60f09a4f4ad2a023ef63d479a528
Source noteuspto-grants-2015_03