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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 405Generated: October 23, 2026

Morpholine → Methyl 5-bromo-2-morpholinobenzoate

https://huagongshe.com/en/reaction/405

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
ReactantMethyl 5-bromo-2-iodobenzoateHCID 11078356—
ReagentCesium carbonateHCID 10796—
CatalystBinap, (A+-)-HCID 634876—
CatalystPalladium (II) acetateHCID 4144353—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductMethyl 5-bromo-2-morpholinobenzoateHCID 4482893017.85%

Reaction Conditions

Temperature100 °C

Reaction Steps

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]

Provenance & Evidence

Source dataset750 AstraZeneca ELN dataset
ORD IDord-b45fc3e4fad4439cafccda47ed5c0991
Source note750 AstraZeneca ELN dataset