HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 476Generated: October 24, 2026
5-Bromo-2-fluorotoluene → Methyl N-(4-fluoro-3-methylphenyl)piperidine-4-carboxylate
https://huagongshe.com/en/reaction/476
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 5-Bromo-2-fluorotoluene | HCID 123527 | — |
| Reactant | Methyl isonipecotate | HCID 424914 | — |
| Reagent | Sodium t-butoxide | HCID 23676156 | — |
| Catalyst | Binap, (A+-)- | HCID 634876 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Methyl N-(4-fluoro-3-methylphenyl)piperidine-4-carboxylate | HCID 59023366 | 0% |
Reaction Steps
In a 100 mL round-bottomed flask methyl piperidine-4-carboxylate (2.2 g, 15.36 mmol),4-bromo-1-fluoro-2-methylbenzene (1.954 mL, 15.36 mmol),Pd2(dba)3 (0.521 g, 0.57 mmol),BINAP (0.574 g, 0.92 mmol) and sodium tert-butoxide (4.43 g, 46.09 mmol) was taken in toluene (10 mL) under N2.The resulting reaction was stirred at 110 °C for 3 hrs. LCMS did not show product MS.Material was discrded.
Provenance & Evidence
| Source dataset | 750 AstraZeneca ELN dataset |
|---|
| ORD ID | ord-498c0c75d66a47609408cbfbddaef8e5 |
|---|
| Source note | 750 AstraZeneca ELN dataset |
|---|