1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 69112697、化合物

HRID 989508ノート

反応式

HRID 989508 の反応式
[F:1][C:2]1[CH:3]=[C:4](C2CCCC2N)C=[C:6]([F:8])[CH:7]=1.[CH2:15]1[CH2:25][CH2:24][N:23]2[C:18](=NCCC2)[CH2:17][CH2:16]1.[CH:26]([S:29](Cl)(=[O:31])=[O:30])([CH3:28])[CH3:27]>C(Cl)Cl>[F:8][C:6]1[CH:7]=[C:2]([F:1])[CH:3]=[CH:4][C:18]=1[C@H:17]1[CH2:16][CH2:15][CH2:25][C@H:24]1[NH:23][S:29]([CH:26]([CH3:28])[CH3:27])(=[O:31])=[O:30]

参加物

5

反応物 3

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 824082-Propanesulfonyl chlorideHCID 18006349HCID 18006349、化合物

生成物 1

HCID 69112697HCID 69112697、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

反応条件

温度
0 °C

実験手順

A 100 mL round bottom flask equipped with a magnetic stirrer was charged with (+,−) cis-[2-(3,5-difluoro-phenyl)-cyclopentylamine (83 mg, 0.42 mmol), methylene chloride (5.0 mL) and the solution cooled to 0° C. DBU (0.08 mL, 0.51 mmol) and isopropylsulfonyl chloride (0.06 mL, 0.51 mmol) were added. The reaction was then stirred at 0° C. for 60.0 minutes and brought to room temperature with stirring overnight. The reaction was diluted with methylene chloride and washed with 1N HCl, brine and the organic layer dried over sodium sulfate. The title compound was purified by radial chromatography eluting with methylene chloride to give 83 mg (65%) of the purified title compound. The nmr was consistent with the assigned structure.

後処理

  1. customA 100 mL round bottom flask equipped with a magnetic stirrer
  2. custombrought to room temperature
  3. stirringwith stirring overnight
  4. washwashed with 1N HCl, brine
  5. dry with materialthe organic layer dried over sodium sulfate
  6. customThe title compound was purified by radial chromatography
  7. washeluting with methylene chloride
  8. customto give 83 mg (65%) of the
  9. custompurified title compound

出典と根拠

ORDレコード
ord-535334d5c1a64e3c9157f10a5b6cd32d
出典データセット
uspto-grants-2003_10
特許番号
US06639107B1

反応ノート

読み込み中…