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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2250909Erstellt: 25. Oktober 2026

Sodium Carbonate → benzoic acid N'-[2-(5-fluoro-2'-nitro-biphenyl-2-yloxy)-acetyl]-N'-isopropyl-hydrazide

https://huagongshe.com/reaction/2250909

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
Edukt(2-Nitrophenyl)boronic acidHCID 2773548—
Eduktbenzoic acid N'-[2-(2-bromo-4-fluoro-phenoxy)-acetyl]-N'-isopropyl-hydrazideHCID 58689907—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
Produktbenzoic acid N'-[2-(5-fluoro-2'-nitro-biphenyl-2-yloxy)-acetyl]-N'-isopropyl-hydrazideHCID 1154690121,8%

Reaktionsschritte

A solution of benzoic acid N′-[2-(2-bromo-4-fluoro-phenoxy)-acetyl]-N′-isopropyl-hydrazide (50 mg, 0.122 mmol) in DME (3 ml)/2M Na2CO3 (0.215 ml, 0.427 mmol) was treated with 2-nitrophenylboronic acid (31 mg, 0.183 mmol) and Pd[PPh3]4 (28 mg, 0.0244 mmol) for 12 hours at 90° C. The reaction mixture was partitioned between water and ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate, filtered, and concentrated. The crude was purified first on a silica gel column with 30% ethyl acetate/hexanes and then by RP HPLC to afford the product as a white solid (12 mg, 21%). MS m/e 452.18 (M+H+)

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07317125B2
Quelldatensatzuspto-grants-2008_01
ORD IDord-e6c87778d27f4407afa49e2391ab51fa
Quellennotizuspto-grants-2008_01