Morpholine → Methyl 5-bromo-2-morpholinobenzoate

HRID 405

Reaction equation

HRID 405 reaction equation
C1COCCN1.COC(=O)c1cc(Br)ccc1I>CC(=O)O.CC(=O)O.COCCOC.O=C([O-])[O-].[Cs+].[Cs+].[Pd].c1ccc(P(c2ccccc2)c2ccc3ccccc3c2-c2c(P(c3ccccc3)c3ccccc3)ccc3ccccc23)cc1>COC(=O)c1cc(Br)ccc1N1CCOCC1

Participants

7

Conditions

Temperature
100 °C

Procedure

To a solution of methyl 5-bromo-2-iodobenzoate (2.1 g, 6.16 mmol) in DME (15 mL) were morpholine (0.593 mL, 6.78 mmol), rac-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl (0.384 g, 0.62 mmol), Palladium acetate (0.138 g, 0.62 mmol) and CESIUM CARBONATE (2.81 g, 8.62 mmol) added. The mixture was heated in the microwave oven for 1h. The solvent was evaporated and the crude product was added to a silica gel column, 0-25% EtOAc in heptane yielding [Products]

Sources & evidence

ORD record
ord-b45fc3e4fad4439cafccda47ed5c0991
Source dataset
750 AstraZeneca ELN dataset
Original link
View source

Linked notes

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