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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 871396Generated: October 30, 2026

Phosphorus oxychloride → 4-chloro-7-(methyloxy)-5-(tetrahydro-2H-pyran-4-yloxy)quinazoline

https://huagongshe.com/reaction/871396

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus oxychlorideHCID 24813—
ReactantDiisopropylethylamineHCID 81531—
Reactant7-methoxy-5-(tetrahydro-2H-pyran-4-yloxy)quinazolin-4(3H)-oneHCID 135510696—
Solvent1,2-DichloroethaneHCID 11—
Product4-chloro-7-(methyloxy)-5-(tetrahydro-2H-pyran-4-yloxy)quinazolineHCID 85912883—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 7-methoxy-5-(tetrahydro-2H-pyran-4-yloxy)quinazolin-4(3H)-one (0.60 g, 2.17 mmol), POCl3 (0.5 mL), and N,N-diisopropylethylamine (1.5 mL) in ClCH2CH2Cl (6 mL) was heated at 100° C. for 4 hours. After the solvent and reagents were evaporated under reduced pressure, toluene was added to the residue, and the solution was evaporated under reduced pressure. The residue was dried under vacuum to afford 4-chloro-7-methoxy-5-(tetrahydro-2H-pyran-4-yloxy)quinazoline as a brown solid. LC-MS (ESI) m/z 295 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08969587B2
Source datasetuspto-grants-2015_03
ORD IDord-8dd51422b9f548d2a1fe3af8572a92b8
Source noteuspto-grants-2015_03