HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 406Generated: October 28, 2026
Morpholine → Methyl 3-bromo-4-morpholinobenzoate
https://huagongshe.com/reaction/406
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | Methyl 3-bromo-4-iodobenzoate | HCID 17750019 | — |
| Reagent | Cesium carbonate | HCID 10796 | — |
| Catalyst | Binap, (A+-)- | HCID 634876 | — |
| Catalyst | Palladium (II) acetate | HCID 4144353 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | Methyl 3-bromo-4-morpholinobenzoate | HCID 44828988 | 32.45% |
Reaction Steps
To a solution of methyl 3-bromo-4-iodobenzoate (1.981 g, 5.81 mmol) in DME (10 mL) were morpholine (0.559 mL, 6.39 mmol), rac-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl (0.362 g, 0.58 mmol), Palladium acetate (0.130 g, 0.58 mmol) and CESIUM CARBONATE (3.79 g, 11.62 mmol) added. The mixture was heated in the microwave oven for 12h at 110°C. The solids were filtered off through celite, the solvent was evaporated and the crude product was added to a silica gel column, 0-30% EtOAc in heptane yielding methyl 3-bromo-4-morpholinobenzoate (0.566 g, 32.5 %)
Provenance & Evidence
| Source dataset | 750 AstraZeneca ELN dataset |
|---|
| ORD ID | ord-41816b2f53f7429c8faade84ae4a9bb3 |
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| Source note | 750 AstraZeneca ELN dataset |
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