HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Hydrochloric Acid → 3-[6-(4-Phenoxyphenylamino)-pyrimidin-4-ylamino]phenylamine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Hydrochloric Acid | HCID 313 | — |
| Edukt | (4-Aminophenoxy)benzene | HCID 8764 | — |
| Edukt | Tert-butyl 3-(6-chloropyrimidin-4-ylamino)phenylcarbamate | HCID 57708283 | — |
| Lösungsmittel | 1-Butanol | HCID 263 | — |
| Produkt | 3-[6-(4-Phenoxyphenylamino)-pyrimidin-4-ylamino]phenylamine | HCID 57708288 | 39,3% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09040541B2 |
| Quelldatensatz | uspto-grants-2015_05 |
| ORD ID | ord-e86820cd18904ee491696e5da3f849e2 |
| Quellennotiz | uspto-grants-2015_05 |