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Hydrochloric Acid → 3-(6-Chloro-pyrazin-2-yloxymethyl)-benzonitrile
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | 2,6-Dichloropyrazine | HCID 78504 | — |
| 反応物 | 3-(Hydroxymethyl)benzonitrile | HCID 2734677 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 3-(6-Chloro-pyrazin-2-yloxymethyl)-benzonitrile | HCID 22481973 | — |
反応手順
To a solution of 3-hydroxymethyl-benzonitrile (2.0 g, 15.0 mmol) and 2,6-dichloro-pyrazine (2.24 g, 15.0 mmol) in THF (150 mL) was added 60% NaH in mineral oil (0.9 g, 22.5 mmol). After stirring at ambient temperature for 2 h, the reaction mixture was poured into 1N HCl (100 mL) and extracted with Ethyl Acetate (1×250 mL). The organic layer was washed with brine, dried (Na2SO4), filtered, and concentrated to dryness. The crude material was chromatographed over Silica Gel (40 g) eluting with hexanes (1000 mL) followed by ethyl acetate (500 mL) to obtain 3.53 g of the desired pure product (I-3a) as a white solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06894050B2 |
| 出典データセット | uspto-grants-2005_05 |
| ORD ID | ord-ecd8b6d06012422eaeba14a71b48fdf5 |
| 出典メモ | uspto-grants-2005_05 |