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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1712958Erstellt: 27. Oktober 2026

1-Isocyanato-2-phenoxybenzene → 5-(2-hydroxyphenyl)-N-(2-phenoxyphenyl)-3-pyridin-3-yl-4,5-dihydro-1H-pyrazole-1-carboxamide

https://huagongshe.com/reaction/1712958

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1-Isocyanato-2-phenoxybenzeneHCID 2733389—
Edukt2-(3-pyridin-3-yl-4,5-dihydro-1H-pyrazol-5-yl)phenolHCID 22696396—
Lösungsmittel1,2-DichloroethaneHCID 11—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelSodium BicarbonateHCID 516892—
Produkt5-(2-hydroxyphenyl)-N-(2-phenoxyphenyl)-3-pyridin-3-yl-4,5-dihydro-1H-pyrazole-1-carboxamideHCID 2496430112,9%

Reaktionsschritte

To a solution of 1-isocyanato-2-phenoxybenzene (29.14 mg, 0.138 mmol) in DMF (0.5 mL) was added a solution of 2-(3-pyridin-3-yl-4,5-dihydro-1H-pyrazol-5-yl)phenol (29.9 mg, 0.125 mmol) in DMF (0.5 mL) and DCE (0.5 mL) at rt. The reaction mixture was shaken at rt for 20 h. The reaction mixture was diluted with a saturated solution of sodium bicarbonate (2 mL) and extracted with DCM. The organic solutions were combined, dried over MgSO4, filtered, and concentrated. The residue was purified by RP-HPLC to give 5-(2-hydroxyphenyl)-N-(2-phenoxyphenyl)-3-pyridin-3-yl-4,5-dihydro-1H-pyrazole-1-carboxamide (I-85) (7.24 mg, 12.8%). LCMS: (FA) ES+ 451.3.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07795249B2
Quelldatensatzuspto-grants-2010_09
ORD IDord-ee5ea791f15e488aae2a131de2fff87c
Quellennotizuspto-grants-2010_09