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2,4-Dichloroaniline → 4-(2,4-Dichloro-phenylamino)-6-fluoro-[1,7]naphthyridine-3-carbonitrile
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 2,4-Dichloroaniline | HCID 11123 | — |
| 反応物 | Sodium Bicarbonate | HCID 516892 | — |
| 反応物 | 4-Chloro-6-fluoro-1,7-naphthyridine-3-carbonitrile | HCID 18548960 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 溶媒 | Sodium chloride; water | HCID 57417360 | — |
| 生成物 | 4-(2,4-Dichloro-phenylamino)-6-fluoro-[1,7]naphthyridine-3-carbonitrile | HCID 18548948 | 81% |
反応手順
To 2.0 g of 4-chloro-6-fluoro-[1.7]naphthyridine-3-carbonitrile in 50 mL of methanol was added 1.9 g of 2,4-dichloroaniline. After refluxing the reaction under an inert atmosphere for 2 hours, the reaction mixture was poured into a mixture of brine and saturated aqueous sodium bicarbonate and the resultant crystals were filtered and washed with water. The product was then recrystallized from chloroform/hexanes. Drying in vacuo yielded 2.6 g (80%) of 4-(2,4-dichloro-phenylamino)-6-fluoro-[1.7]naphthyridine-3-carbonitrile as yellow needles: melting point 206-208° C.; mass spectrum (m/e): M+H 332.8.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06355636B1 |
| 出典データセット | uspto-grants-2002_03 |
| ORD ID | ord-f4bf3e05b2104395a2df6637f6f3896f |
| 出典メモ | uspto-grants-2002_03 |