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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1350536Erstellt: 26. Oktober 2026

Sodium Carbonate → 2-Methyl-7-(2,4,6-trimethyl-phenyl)-2H-indazole

https://huagongshe.com/reaction/1350536

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
Edukt2,4,6-Trimethylbenzeneboronic acidHCID 292184—
Edukt7-bromo-2-methyl-2H-indazoleHCID 21094580—
LösungsmittelWaterHCID 962—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
LösungsmittelEthyl AcetateHCID 8857—
Produkt2-Methyl-7-(2,4,6-trimethyl-phenyl)-2H-indazoleHCID 2109456053%

Reaktionsschritte

7-Bromo-2-methyl-2H-indazole (4; 0.35 g, 1.66 mMol) and Pd(PPh3)4(0) (58 mg, 0.05 mMol) were stirred in 6 mL DME under argon for 30 min. 2,4,6-Trimethylbenzeneboronic acid (0.54 g, 3.3 mMol) was added, immediately followed by a solution of sodium carbonate (0.62 g, 5.8 mMol) in 5 mL water. The mixture was heated at a gentle reflux for 20 hr, then cooled to rt and diluted with EtOAc (75 mL). The mixture was then washed with brine and dried over MgSO4. Evaporation of the solvent afforded a light yellow solid which was flash chromatography on silica and eluted with hexane:EtOAc (9:1) which afforded 4b as a off-white solid 0.21 g (53%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07214699B2
Quelldatensatzuspto-grants-2007_05
ORD IDord-0fcc7831f0a144c0af8b1a414e49b5e5
Quellennotizuspto-grants-2007_05