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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 12085Erstellt: 24. Oktober 2026

Water → 4-[2-(3-Chloro-2-methyl-phenoxy)-pyrimidin-4-yloxy]-2,5-dimethyl-phenylamine

https://huagongshe.com/de/reaction/12085

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
Edukt3-Chloro-o-cresolHCID 14856—
EduktSodium hydrideHCID 24758—
Edukt4-(2-Chloro-pyrimidin-4-yloxy)-2,5-dimethyl-phenylamineHCID 86628974—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt4-[2-(3-Chloro-2-methyl-phenoxy)-pyrimidin-4-yloxy]-2,5-dimethyl-phenylamineHCID 67026442—

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

A solution of 1.43 g (10 mmol) 3-chloro-2-methyl-phenol and 0.4 g sodium hydride (60% in paraffine, 10 mmol) in 20 ml THF were stirred for 30 min at ambient temperature. After adding 1.25 g (5 mmol) 4-(2-chloro-pyrimidin-4-yloxy)-2,5-dimethyl-phenylamine the mixture was stirred for 20 hrs at 60° C. After cooling down to ambient temperature 20 ml water was added and the organic layer was separated, dried over magnesium sulfate, concentrated in vacuo, column chromatography (cycclhexane/ethyl acetate, 2:1) and a second column chromatography (dichloromethane) yielded 640 mg (30%) with a purity of 85%; log P (pH=2.3)=2.81.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07727986B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-83ad101b069c418abead533afb70f9d8
Quellennotizuspto-grants-2010_06