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Sodium Thiosulfate → 7-(Pyridin-2-yl-quinolin-2-yl-amino)-heptanoic acid ethyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium Thiosulfate | HCID 24477 | — |
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | Ethyl 7-bromoheptanoate | HCID 122490 | — |
| 反応物 | 2-Pyridyl-2-quinolylamine | HCID 5340112 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | 7-(Pyridin-2-yl-quinolin-2-yl-amino)-heptanoic acid ethyl ester | HCID 58545023 | 55% |
反応手順
NaH (35 mg, 0.91 mmol) was added to II (344 mg, 0.91 mmol) in DMF (5 mL) at rt. After 10 min, KI (227 mg, 1.37 mmol) and ethyl 7-bromoheptanoate (0.267 mL, 1.37 mmol) were added. The reaction mixture was stirred at 90° C. for 19 h after which 0.1 M Na2S2O3 (50 mL) and EtOAc (50 mL) were added; the phases were then separated and the aqueous phase extracted with EtOAc (2×25 mL). The organic phases were combined then dried over MgSO4, filtered, and subsequently evaporated under reduced pressure. The resulting residue was purified by silica gel column chromatography, eluting with hexane/EtOAc (90:10 to 85:15), to furnish III as a colourless oil (189 mg, 55%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08748458B2 |
| 出典データセット | uspto-grants-2014_06 |
| ORD ID | ord-7e836a4a64ad460e8a34a68a6325da22 |
| 出典メモ | uspto-grants-2014_06 |