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ChemicalBook CAS DataBase List 4-(5-BROMOPYRIDIN-3-YL)MORPHOLINE
200064-13-7

4-(5-BROMOPYRIDIN-3-YL)MORPHOLINE synthesis

3synthesis methods
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Yield:200064-13-7 220 mg

Reaction Conditions:

with tris(1,5-diphenylpenta-1,4-dien-3-one)dipalladium;Cs2CO3;4,5-bis(diphenylphosphino)-9,9-dimethylxanthene in 1,4-dioxane at 90; for 4 h;Microwave irradiation;Inert atmosphere;

Steps:

28.1 Step 1: Preparation of 4-(5-bromopyridin-3-yl)morpholine (compound 28b)

Compound 28a (1.68 g, 7.09 mmol), Pd2(dba)3(195 mg, 212.95 μmol), Cs2CO3(3.24 g, 9.94 mmol), XantPhos (123 mg, 212.58 μmol), Cs 2 CO 3 (3.24 g, 9.94 mmol), XantPhos (123 mg, 212.58 μmol), and Phosphine (682 mg, 7.83 mmol) and 1,4-dioxane (15 mL) were heated to 90° C. by microwave for 4 hr under nitrogen protection.After the reaction, it was diluted with water, extracted with dichloromethane, the organic phase was dried over anhydrous sodium sulfate, filtered, concentrated, and separated and purified by silica gel flash column chromatography (EA/PE=1/3) to obtain compound 28b (220 mg).

References:

WO2022/188792,2022,A1 Location in patent:Page/Page column 45; 46