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3-(Cyanomethyl)pyridine-2-carbonitrile → 6-Amino-8-benzyl-1,7-naphthyridine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 3-(Cyanomethyl)pyridine-2-carbonitrile | HCID 4672598 | — |
| 反応物 | HCID 178419663 | HCID 178419663 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 6-Amino-8-benzyl-1,7-naphthyridine | HCID 23284645 | — |
反応手順
To a solution of 2-cyano-3-pyridylacetonitrile (2 g, 0.014 mol) in toluene (20 ml) is added benzylmagnesium bromide 8.4 ml, 2N in tetrahydrofuran, 0.17 mol) at ambient temperature. After 1 h the reaction is quenched with a saturated solution of ammonium chloride. The product is extracted with ethyl acetate and the organic layer washed with 2N NaOH and water. The product is purified by flash column chromatography on silica gel (10:3 toluene/acetone) affording the title compound. Mass M+H 236; mp 113-116° C.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06136821 |
| 出典データセット | uspto-grants-2000_10 |
| ORD ID | ord-8b5b8840371746999baa1b1e3589ae07 |
| 出典メモ | uspto-grants-2000_10 |