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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2250907Erstellt: 25. Oktober 2026

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

https://huagongshe.com/reaction/2250907

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
EduktPhenylboronic AcidHCID 66827—
Eduktbenzoic acid N'-[2-(2-bromo-4-fluoro-phenoxy)-acetyl]-N'-isopropyl-hydrazideHCID 58689907—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
Produktbenzoic acid N'-[2-(5-fluoro-biphenyl-2-yloxy)-acetyl]-N'-isopropyl-hydrazideHCID 1161836289%

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 phenylboronic acid (22 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 absorbed on silica and purified on a silica gel column with a 30-50% ethyl acetate/hexanes gradient to afford the product as a white solid (44 mg, 89%). MS m/e 407.22 (M+H+)

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07317125B2
Quelldatensatzuspto-grants-2008_01
ORD IDord-97d1fefc3c844698985ced854de9e50c
Quellennotizuspto-grants-2008_01