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(1H-indol-5-yl)methanamine → 2-Amino-6-(2-furyl)-N-(5-indolylmethyl)pyrimidine-4-carboxamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | (1H-indol-5-yl)methanamine | HCID 54791 | — |
| 反応物 | Carbodiimide | HCID 160435 | — |
| 反応物 | 1-Hydroxybenzotriazole hydrate | HCID 2796029 | — |
| 反応物 | 2-Amino-6-(2-furyl)pyrimidine-4-carboxylic acid | HCID 28799599 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 2-Amino-6-(2-furyl)-N-(5-indolylmethyl)pyrimidine-4-carboxamide | HCID 11359526 | 59.4% |
反応手順
A mixture consisting of 2-amino-6-(2-furyl)pyrimidine-4-carboxylic acid (206 mg, 1.0 mmol), indole-5-methanamine (146 mg, 1.0 mmol), polymer supported carbodiimide (Argonaut Technologies, loading 1.38 mmol/g, 1.10 g, 1.5 mmol) and 1-hydroxybenzotriazole hydrate (203 mg, 1.5 mmol) in DMF (5 mL) was stirred at room temperature for 24 hr. The mixture was filtered through a pad of Celite, washing through with EtOAc. The filtrate was washed successively with H2O (10 mL), 2-M Na2CO3 (2×10 mL) and H2O (10 mL), dried (MgSO4) and concentrated in vacuo. The resulting oil was dissolved in MeOH (1.0 mL), added dropwise with stirring to H2O (2 mL) and the resulting precipitate filtered to give the title compound (198 mg, 59%) as a cream solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07875600B2 |
| 出典データセット | uspto-grants-2011_01 |
| ORD ID | ord-9cc58eadd0584f6a90a024859fd625e1 |
| 出典メモ | uspto-grants-2011_01 |