Morpholine → Methyl 5-bromo-2-morpholinobenzoate
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)ccc1N1CCOCC1Participants
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
Reaction notes
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