ChemicalBook CAS DataBase List 6-bromo-4-morpholin-4-ylquinazoline

6-bromo-4-morpholin-4-ylquinazoline synthesis

5synthesis methods

Product Name:6-bromo-4-morpholin-4-ylquinazoline
CAS Number:307538-52-9
Molecular formula:C12H12BrN3O
Molecular Weight:294.15

110-91-8 Synthesis

110-91-8
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38267-96-8 Synthesis

38267-96-8
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307538-52-9
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Yield:307538-52-9 100%

Reaction Conditions:

in 1,4-dioxane at 150; for 0.333333 h;Microwave;

Steps:

2.a

A solution of 6-bromo-4- chloroquinazoline (147.7 mg, 0.608 mmol.) and morpholine (53 μl_, 0.608 mmol.) in dioxane (2.0 ml.) was stirred and heated in a microwave reactor at 150 ⁰C for 20 min. An aliquot was analyzed by LCMS, MS(ES+) m/e 294[M+H]⁺, and was 100% pure 6-bromo-4-(4-morpholinyl)quinazoline. Material used in next step without further workup. To the above mixture was added tributyl vinyl tin (195μl_, 0.608 mmol) and palladium tetrakis triphenylphosphine (70 mg, 0.0608 mmol) in DMF (2 ml_). The reactants were stirred and heated in a microwave reactor at 150 ⁰C for 20 min.Purification by flash-chromatography (silica gel, 10-100% 10% methanol in chloroform) afforded the title compound (125 mg; 85%) as an off white solid. Ci₄H₁₅N₃O MS(ES+) m/e 242 [M+H]⁺

References:

WO2007/103759,2007,A2 Location in patent:Page/Page column 47

32084-59-6 Synthesis