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ChemicalBook CAS DataBase List 7-(benzyloxy)-N-(4-bromo-2-fluorophenyl)-6-methoxyquinazolin-4-amine

7-(benzyloxy)-N-(4-bromo-2-fluorophenyl)-6-methoxyquinazolin-4-amine synthesis

11synthesis methods
-

Yield:768350-54-5 93%

Reaction Conditions:

with hydrogenchloride in isopropyl alcohol; for 2 h;Reflux;

Steps:

7-(Benzyloxy)-N-(4-chloro-2-fluorophenyl)-6-methoxyquinazolin-4-amine hydrochloride (2a)

Hydrogen chloride (6.5 M, 2.54 mL) was added to a mixture of compound 1 (4.51 g, 15.0 mmol) and 4-chloro-2-fluoroaniline (2.40 g, 16.5 mmol) in 2-propanol (160 mL), then the mixture was heated at reflux for 2 h. The mixture was cooled and solid was filtered. The solid was then washed with 2-propanol, followed by Et2O, and dried under vacuum overnight to give 2a (7.9 g, 94%) as a white solid.

References:

Gao, Mingzhang;Lola, Christian M.;Wang, Min;Miller, Kathy D.;Sledge, George W.;Zheng, Qi-Huang [Bioorganic and Medicinal Chemistry Letters,2011,vol. 21,# 11,p. 3222 - 3226] Location in patent:experimental part

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