HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 369Generated: October 24, 2026
2-Bromo-4-nitrotoluene → 2-methyl-N-(2-methyl-5-nitrophenyl)quinoline-6-carboxamide
https://huagongshe.com/en/reaction/369
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Bromo-4-nitrotoluene | HCID 82189 | — |
| Reactant | 2-Methylquinoline-6-carboxamide | HCID 82573962 | — |
| Reagent | Cesium carbonate | HCID 10796 | — |
| Catalyst | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 2-methyl-N-(2-methyl-5-nitrophenyl)quinoline-6-carboxamide | HCID 122589572 | 0% |
Reaction Steps
TRIS(DIBENZYLIDENEACETONE)DIPALLADIUM(0) (9.10 mg, 9.94 µmol) was added to 2-bromo-1-methyl-4-nitrobenzene (42.9 mg, 0.20 mmol), 2-methylquinoline-6-carboxamide (37.0 mg, 0.20 mmol), cesium carbonate (194 mg, 0.60 mmol) and (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (11.50 mg, 0.02 mmol) in dioxane (2 mL) at 20°C under nitrogen. The resulting solution was stirred at 100 °C for 6 hours. Reaction seen to be progressing but very sluggish (5% conversion). Reaction abandoned.
Provenance & Evidence
| Source dataset | 750 AstraZeneca ELN dataset |
|---|
| ORD ID | ord-8ca29ea3c13d4e5098dc08cfe112f4d1 |
|---|
| Source note | 750 AstraZeneca ELN dataset |
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