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1,2-Dichloroethane → 4-[(5-Bromopyridin-3-yl)acetyl]morpholine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 1,2-Dichloroethane | HCID 11 | — |
| 反応物 | Morpholine | HCID 8083 | — |
| 反応物 | 1-Hydroxybenzotriazole | HCID 75771 | — |
| 反応物 | 2-(5-Bromopyridin-3-yl)acetic acid | HCID 2802539 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 溶媒 | 3',3',6-Trimethyl-5-nitro-1',2',3',6'-tetrahydro-3,4'-bipyridine | HCID 67336722 | — |
| 生成物 | 4-[(5-Bromopyridin-3-yl)acetyl]morpholine | HCID 18985994 | 95% |
反応手順
To a solution of (5-bromopyridin-3-yl)acetic acid (1.00 g, 4.63 mmol) and morpholine (0.50 mL, 5.73 mmol) in DCM (50 mL) was added EDC (1.78 g, 9.30 mmol) and 1-hydroxybenzotriazole (1.25 g, 9.26 mmol). The reaction mixture was allowed to stir at rt for 50 min and then diluted with DCM (50 mL) and 1N HCl (100 mL). The organic solution was separated and discarded. The aqueous solution was neutralized with sat. aq. NaHCO3 (100 mL) and was extracted with DCM (3×50 mL). The organic solutions were combined, dried over MgSO4, filtered and concentrated to give 4-[(5-bromopyridin-3-yl)acetyl]morpholine (1.26 g, 4.40 mmol, 95%) as a light brown solid. LCMS (FA): Rt=1.11 min, m/z=287.0 (M+H).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08507667B2 |
| 出典データセット | uspto-grants-2013_08 |
| ORD ID | ord-359aa1526dc1435b83adfcedc197c6db |
| 出典メモ | uspto-grants-2013_08 |