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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2199343Generated: October 30, 2026

4-Chloro-6-nitroquinazoline → N-[3-chloro-4-(2-pyridylmethoxy)phenyl]-6-nitro-quinazolin-4-amine

https://huagongshe.com/reaction/2199343

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Chloro-6-nitroquinazolineHCID 11356257—
Reactant3-Chloro-4-(2-pyridylmethoxy)anilineHCID 16781212—
SolventIsopropanolHCID 3776—
ProductN-[3-chloro-4-(2-pyridylmethoxy)phenyl]-6-nitro-quinazolin-4-amineHCID 1896769974.8%

Reaction Steps

4-Chloro-6-nitro-quinazoline 4b crude product (6.06 g, 28.90 mmol) was dissolved in 100 mL of isopropanol, followed by addition of 3-chloro-4-(2-pyridylmethoxy)aniline 4c (7.47 g, 31.8 mmol). The reaction mixture was heated to reflux for 5 hours. The mixture was cooled to room temperature, the solid was precipitated, filtered and the filter cake was washed with ethyl acetate, saturated brine (50 mL) and water (150 mL) successively, dried under vacuum to obtain the title compound N-[3-chloro-4-(2-pyridylmethoxy)phenyl]-6-nitro-quinazolin-4-amine 4d (8.38 g, yield 74.8%) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09358227B2
Source datasetuspto-grants-2016_06
ORD IDord-3d45d870d25541c0a10c6a14edcd3ebd
Source noteuspto-grants-2016_06