HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 159Generated: October 23, 2026
Methyl 3-bromobenzoate → Methyl 3-{4-[(tert-butoxycarbonyl)amino]piperidin-1-yl}benzoate
https://huagongshe.com/en/reaction/159
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl 3-bromobenzoate | HCID 12070 | — |
| Reactant | 4-(N-Boc-amino)piperidine | HCID 723833 | — |
| Reagent | Cesium carbonate | HCID 10796 | — |
| Catalyst | Binap, (A+-)- | HCID 634876 | — |
| Catalyst | Palladium (II) acetate | HCID 4144353 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Methyl 3-{4-[(tert-butoxycarbonyl)amino]piperidin-1-yl}benzoate | HCID 68580036 | 13.76% |
Reaction Steps
All chemicals were mixed in a 50 mL round bottom flask. The solids were degassed and placed under nitrogen. Toluene was added and the mixture was stirred at 100°C for 24 h. Cooled and filtered. The filtrate was concentrated under vacuum. Crude product was mainly starting material but some product had been formed. The product was purified by silica gel chromatography using 1-4% methanol/DCM. Product was slightly more polar than starting material bromide. There was obtained 230 mg of the desired product as a solid. HNMR and LC MS ok.
Provenance & Evidence
| Source dataset | 750 AstraZeneca ELN dataset |
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| ORD ID | ord-2de77de369ef42f8b910f9e83130f454 |
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| Source note | 750 AstraZeneca ELN dataset |
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