HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 584Generated: October 26, 2026
4-Fluoro-N-methylaniline → methyl 2-(4-fluoro-N-methylanilino)pyridine-4-carboxylate
https://huagongshe.com/reaction/584
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 4-Fluoro-N-methylaniline | HCID 68024 | — |
| Reactant | 2-Bromo-isonicotinic acid methyl ester | HCID 3847768 | — |
| Reagent | Cesium carbonate | HCID 10796 | — |
| Catalyst | 2-(Dicyclohexylphosphino)biphenyl | HCID 2734216 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | methyl 2-(4-fluoro-N-methylanilino)pyridine-4-carboxylate | HCID 108379206 | 0% |
Reaction Steps
In a 100 mL round-bottomed flask (t=g) was methyl 2-bromoisonicotinate (.5 g, 2.31 mmol), 4-fluoro-N-methylaniline (0.348 g, 2.78 mmol), and CS2CO3 (1.056 g, 3.24 mmol) in toluene (16 mL) to give a yellow suspension. Pd2dba3 (0.106 g, 0.12 mmol) and biphenyl-2-yldicyclohexylphosphine (0.122 g, 0.35 mmol) were added. Reaction was allowed to stir overnight. LC/MS in the morning revealed little product had formed. Something with mass 272 dominated. Reaction was discarded.
Provenance & Evidence
| Source dataset | 750 AstraZeneca ELN dataset |
|---|
| ORD ID | ord-3a62166a30464afb9cbe502b267cbcba |
|---|
| Source note | 750 AstraZeneca ELN dataset |
|---|
