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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 577346Erstellt: 25. Oktober 2026

Hydrochloric Acid → 3-[6-(4-Phenoxyphenylamino)-pyrimidin-4-ylamino]phenylamine

https://huagongshe.com/reaction/577346

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
Edukt(4-Aminophenoxy)benzeneHCID 8764—
EduktTert-butyl 3-(6-chloropyrimidin-4-ylamino)phenylcarbamateHCID 57708283—
Lösungsmittel1-ButanolHCID 263—
Produkt3-[6-(4-Phenoxyphenylamino)-pyrimidin-4-ylamino]phenylamineHCID 5770828839,3%

Reaktionsschritte

A solution of tert-butyl 3-(6-chloropyrimidin-4-ylamino)phenylcarbamate (200 mg, 0.6 mmol), 4-phenoxyaniline (346 mg, 1.8 mmol) and concentrated HCl (45 mg, 1.2 mmol) in n-butanol (8 mL) was subjected to microwave irradiation (160° C., 20 min). The reaction mixture was quenched with NaHCO3 solution (2 mL) and extracted with EtOAc (2×10 mL). The combined EtOAc extract was washed with water (5 mL), brine (5 mL), was dried over Na2SO4 and was concentrated under reduced pressure. The residue was further purified by column chromatography (SiO2, 60-120, Chloroform/methanol, 9/1) to give N4-(3-aminophenyl)-N6-(4-phenoxyphenyl)pyrimidine-4,6-diamine (87 mg, 37.8%) as a brown solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09040541B2
Quelldatensatzuspto-grants-2015_05
ORD IDord-e86820cd18904ee491696e5da3f849e2
Quellennotizuspto-grants-2015_05