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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1984931Generated: November 4, 2026

2-Chloro-N,N-dimethylquinazolin-4-amine → Biphenyl-4-carboxylic acid {4-[(4-dimethylamino-quinazolin-2-ylamino)-methyl]-phenyl}-amide

https://huagongshe.com/reaction/1984931

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Chloro-N,N-dimethylquinazolin-4-amineHCID 12684342—
ReactantHCID 86610878HCID 86610878—
SolventIsopropanolHCID 3776—
SolventTriethylamineHCID 8471—
ProductBiphenyl-4-carboxylic acid {4-[(4-dimethylamino-quinazolin-2-ylamino)-methyl]-phenyl}-amideHCID 5771636615.1%

Reaction Steps

A mixture of (2-chloro-quinazolin-4-yl)-dimethyl-amine obtained in step B of example 1 (42 mg, 0.2 mmol) and biphenyl-4-carboxylic acid (4-aminomethyl-phenyl)-amide hydrochloride (49 mg, 0.14 mmol) in 2-propanol (1 mL) and triethylamine (200 μL) was stirred at reflux for 2 days. The resulting mixture was concentrated and purified by column chromatography (silica gel, CH2Cl2 to 10% 2 M NH3/MeOH in CH2Cl2) to give biphenyl-4-carboxylic acid {4-[(4-dimethylamino-quinazolin-2-ylamino)-methyl]-phenyl}-amide (10 mg, 15%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07544690B2
Source datasetuspto-grants-2009_06
ORD IDord-6adeaad2532f477097a2c5eb2a855fde
Source noteuspto-grants-2009_06