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Skatole → (6-Chloropyrimidin-4-yl)-(3-methylindol-1-yl)-methanone
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Skatole | HCID 6736 | — |
| 反応物 | Ethyl Acetate | HCID 8857 | — |
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | 6-Chloropyrimidine-4-carbonyl chloride | HCID 18422098 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | (6-Chloropyrimidin-4-yl)-(3-methylindol-1-yl)-methanone | HCID 58386489 | — |
反応手順
Under a nitrogen atmosphere 120 mg (3.00 mmol) sodium hydride (60% in mineral oil) were added batchwise to 380 mg (2.90 mmol) 3-methylindole in 15 mL THF and the mixture was stirred for 30 min at RT. 500 mg (2.83 mmol) 6-chloropyrimidine-4-carboxylic acid chloride were added batchwise and then the reaction mixture was stirred for 2 h at RT. Then 50 mL EtOAc were added and the mixture was washed with 50 mL saturated sodium hydrogen carbonate solution (1×), 30 mL water and with 50 mL 1 M hydrochloric acid. The organic phase was dried on sodium sulphate, filtered and then evaporated down i. vac. The product was used in the next step without further purification.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08829006B2 |
| 出典データセット | uspto-grants-2014_09 |
| ORD ID | ord-d1f7ccbf2f7d40a5bcc870d4b8890987 |
| 出典メモ | uspto-grants-2014_09 |