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ChemicalBook CAS DataBase List Morpholine, 4-(3-azetidinyl)- (9CI)
302355-79-9

Morpholine, 4-(3-azetidinyl)- (9CI) synthesis

2synthesis methods
-

Yield:302355-79-9 100%

Reaction Conditions:

with hydrogenchloride in 1,4-dioxane;dichloromethane at 20; for 3 h;Inert atmosphere;

Steps:

126.1

Step 1: 4-(1-((2-chloro-4-morpholinopyrido[3,2-d]pyrimidin-6-yl)methyl)azetidin-3-yl)morpholine tert-butyl 3-morpholinoazetidine-1-carboxylate (31 mg) was treated with 4N HCl in dioxane (5 eq) in 1 mL of DCM. The reaction mixture was stirred for 3 hours at room temperature and then concentrated to dryness to yield 4-(azetidin-3-yl)morpholine in quantitative yield. 4-(6-(Bromomethyl)-2-chloropyrido[3,2-d]pyrimidin-4-yl)morpholine 7 (0.413 g) was reacted with 4-(azetidin-3-yl)morpholine via General Procedure B to afford 0.4 g 4-(1-((2-chloro-4-morpholinopyrido[3,2-d]pyrimidin-6-yl)methyl)azetidin-3-yl)morpholine

References:

US2011/207713,2011,A1 Location in patent:Page/Page column 65