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1,8-Diazabicyclo(5.4.0)undec-7-ene → 6,8-Difluoro-7-[3,7-diazabicyclo[3.3.0]oct-1(5)-en-3-yl]-1-(2-fluoroethyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| 反応物 | 1-(2-Fluoroethyl)-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid | HCID 12770908 | — |
| 反応物 | 1,2,3,4,5,6-Hexahydropyrrolo[3,4-c]pyrrole dihydrobromide | HCID 23282849 | — |
| 溶媒 | Acetonitrile | HCID 6342 | — |
| 生成物 | 6,8-Difluoro-7-[3,7-diazabicyclo[3.3.0]oct-1(5)-en-3-yl]-1-(2-fluoroethyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid | HCID 19908251 | 76.2% |
反応手順
1-(2-Fluoroethyl)-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid (0.29 g), 3,7-diazabicyclo [3.3.0]oct-1(5)-ene dihydrobromide (0.33 g) and 1,8-diazabicyclo [5.4.0]undec-7-ene (DBU, 0.46 g) were dissolved in acetonitrile (15 ml) and refluxed for 3 hours. The reaction mixture was kept at room temperature overnight and the precipitate was collected by filtration, washed with acetonitrile and methanol to give the title compound (0.29 g, yield 76%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05091384 |
| 出典データセット | uspto-grants-1992_02 |
| ORD ID | ord-6416c824505e420f8424088b7a79e251 |
| 出典メモ | uspto-grants-1992_02 |