HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 7-ethyl-1H-indazole-5-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 5-bromo-7-ethyl-1H-indazole | HCID 21102195 | — |
| Catalyst | trans-Bis(acetato)bis[2-[bis(2-methylphenyl)phosphino]benzyl]dipalladium(II) | HCID 11104995 | — |
| Catalyst | HCID 178521658 | HCID 178521658 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 7-ethyl-1H-indazole-5-carboxylic acid | HCID 55271465 | 74% |
Reaction Steps
To a solution of 5-bromo-7-ethyl-1H-indazole (225 mg, 1.00 mmol) in dioxane (1.5 mL), hexacarbonylmolybdenum (132 mg, 0.50 mmol), Herrmann's catalyst (trans-Bis(acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium) (46.9 mg, 0.05 mmol) and a solution of sodium carbonate (318 mg, 3.00 mmol) in water (2 mL). The suspension was sealed and irradiated in a microwave at 165° C. for 15 minutes (high absorption setting). The vial was vented, filtered through diatomaceous earth, washed with EtOAc and concentrated to provide the title compound (140 mg, 74%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08318762B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-daa8a384edb4485a8b7c9c5b7a21c4a2 |
| Source note | uspto-grants-2012_11 |