Sodium hydride → methyl 7-nitro-2,3-dihydro-1H-pyrrolo[1,2-a]indole-8-carboxylate

HRID 715956ノート

反応式

HRID 715956 の反応式
[H-].[Na+].CS(O[CH2:8][CH2:9][CH2:10][C:11]1[NH:12][C:13]2[CH:14]=[CH:15][C:16]([N+:24]([O-:26])=[O:25])=[C:17]([C:20]([O:22][CH3:23])=[O:21])[C:18]=2[CH:19]=1)(=O)=O>CN(C=O)C.C(OCC)(=O)C>[N+:24]([C:16]1[CH:15]=[CH:14][C:13]2[N:12]3[CH2:8][CH2:9][CH2:10][C:11]3=[CH:19][C:18]=2[C:17]=1[C:20]([O:22][CH3:23])=[O:21])([O-:26])=[O:25]

参加物

5

反応物 2

HCID 24758Sodium hydrideHCID 86712115methyl 2-(3-methanesulfonyloxypropyl)-5-nitro-1H-indole-4-carboxylate2 回

生成物 1

HCID 70984130methyl 7-nitro-2,3-dihydro-1H-pyrrolo[1,2-a]indole-8-carboxylate収率 95.3%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

Sodium hydride (60% dispersion in oil, 0.096 g) was added to a solution of methyl 2-(3-methanesulfonyloxypropyl)-5-nitro-1H-indole-4-carboxylate (Intermediate 20, 0.460 g) in DMF (12 mL) and the resultant mixture was stirred at room temperature for 30 minutes. The mixture was diluted with ethyl acetate and washed with water and brine, dried (MgSO4) and filtered. The filtrate was concentrated in vacuo to give methyl 7-nitro-2,3-dihydro-1H-pyrrolo[1,2-a]indole-8-carboxylate (0.320 g) as a brown solid.

後処理

  1. washwashed with water and brine
  2. dry with materialdried (MgSO4)
  3. filtrationfiltered
  4. concentrationThe filtrate was concentrated in vacuo

出典と根拠

ORDレコード
ord-0213e223de8345aea448f4bfb6dfc373
出典データセット
uspto-grants-2015_11
特許番号
US09187494B2

反応ノート

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