Sodium borohydride → 3-benzyl-7-piperazin-1-yl-1H-indole

HRID 18174ノート

反応式

HRID 18174 の反応式
[C:1]([C:9]1[C:17]2[C:12](=[C:13]([N:18]3[CH2:23][CH2:22][N:21](C(=O)C(F)(F)F)[CH2:20][CH2:19]3)[CH:14]=[CH:15][CH:16]=2)[NH:11][CH:10]=1)(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[BH4-].[Na+].CCOC(C)=O.O>C(O)(C)C>[CH2:1]([C:9]1[C:17]2[C:12](=[C:13]([N:18]3[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]3)[CH:14]=[CH:15][CH:16]=2)[NH:11][CH:10]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

5

反応物 3

HCID 4311764Sodium borohydrideHCID 22728543Water ethylacetateHCID 593449261-[4-(3-Benzoyl-1H-indol-7-yl)-piperazin-1-yl]-2,2,2-trifluoro-ethanone

生成物 1

HCID 593448843-benzyl-7-piperazin-1-yl-1H-indole収率 126.5%

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

実験手順

To a solution of 1-[4-(3-benzoyl-1H-indol-7-yl)-piperazin-1-yl]-2,2,2-trifluoro-ethanone (638 mg, 1.59 mmol) in isopropanol (30 ml) was added NaBH4 (0.12 g, 3.17 mmol). After heating at reflux for 3 days, the reaction mixture was allowed to cool to room temperature and poured into a mixture of EtOAc/H2O. The organic layer was separated and washed with water and brine. After drying over MgSO4, the organic fraction was concentrated in vacuo to give crude 3-benzyl-7-piperazin-1-yl-1H-indole as an oil (586 mg) which was used without further purification.

後処理

  1. temperatureAfter heating
  2. temperatureat reflux for 3 days
  3. customThe organic layer was separated
  4. washwashed with water and brine
  5. dry with materialAfter drying over MgSO4
  6. concentrationthe organic fraction was concentrated in vacuo

出典と根拠

ORDレコード
ord-b543c4254c234e0e922351eb9356df5e
出典データセット
uspto-grants-2010_06
特許番号
US07741326B2

反応ノート

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