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Hydrochloric Acid → 3-[6-(4-Phenoxyphenylamino)-pyrimidin-4-ylamino]phenylamine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | (4-Aminophenoxy)benzene | HCID 8764 | — |
| 反応物 | Tert-butyl 3-(6-chloropyrimidin-4-ylamino)phenylcarbamate | HCID 57708283 | — |
| 溶媒 | 1-Butanol | HCID 263 | — |
| 生成物 | 3-[6-(4-Phenoxyphenylamino)-pyrimidin-4-ylamino]phenylamine | HCID 57708288 | 39.3% |
反応手順
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.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08748606B2 |
| 出典データセット | uspto-grants-2014_06 |
| ORD ID | ord-99fa4271696846318a01ce1a921770bb |
| 出典メモ | uspto-grants-2014_06 |