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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1880403Generated: October 30, 2026

Sodium Carbonate → HCID 178438016, compound

https://huagongshe.com/reaction/1880403

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantHCID 178438015HCID 178438015—
CatalystMolybdenum carbonyl (Mo(CO)6)HCID 98885—
Catalysttrans-Bis(acetato)bis[2-[bis(2-methylphenyl)phosphino]benzyl]dipalladium(II)HCID 11104995—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 178438016HCID 17843801686.4%

Reaction Conditions

Temperature165 °C

Reaction Steps

To a microwave tube were added 5-bromo-7-chloro-3-ethyl-1H-indazole (127.0 mg, 0.49 mmol) dissolved in dioxane (1.0 mL). The Hermann's catalyst ((trans-Bis(acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II))) (23.0 mg, 0.024 mmol) and molybdenum hexacarbonyl (64.4 mg, 0.244 mmol) were added followed by a solution of sodium carbonate (156 mg, 1.47 mmol) in water (2.0 mL). Separation occurs within the vessel. The mixture was stirred for 20 seconds and then the mixture was heated to 165° C. for 15 minutes under mircrowave irradiation with the absorption setting at very high. The reaction was stopped and the vessel was vented before handling. The mixture was filtered and washed with EtOAc. The filtrate was concentrated and the residue was re-dissolved with water. The solution was then acidified to pH ˜3. The solid was collected and dried to afford 7-chloro-3-ethyl-1H-indazole-5-carboxylic acid as a solid (95.0 mg, 86.4%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08318762B2
Source datasetuspto-grants-2012_11
ORD IDord-9764b5f4611f4e95a4a3ddd59dd19145
Source noteuspto-grants-2012_11