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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2250903Erstellt: 26. Oktober 2026

Sodium Carbonate → benzoic acid N'-[2-(4'-chloro-5-fluoro-biphenyl-2-yloxy)-acetyl]-N'-isopropyl-hydrazide

https://huagongshe.com/reaction/2250903

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
Edukt4-Chlorophenylboronic acidHCID 74299—
Eduktbenzoic acid N'-[2-(2-bromo-4-fluoro-phenoxy)-acetyl]-N'-isopropyl-hydrazideHCID 58689907—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
Produktbenzoic acid N'-[2-(4'-chloro-5-fluoro-biphenyl-2-yloxy)-acetyl]-N'-isopropyl-hydrazideHCID 1164075027,9%

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 4-chlorophenylboronic acid (29 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 30% ethyl acetate/hexanes to afford the product as a beige solid (15 mg, 0.034 mmol, 27%). LC-MS m/e 441.25 (M+H+)

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07317125B2
Quelldatensatzuspto-grants-2008_01
ORD IDord-f71167c70a384e1cb2e86972748507b1
Quellennotizuspto-grants-2008_01