Acetyl chloride → HCID 10274157、化合物

HRID 427766ノート

反応式

HRID 427766 の反応式
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([C:10]2[C:11](=[O:29])[NH:12][C:13](=[O:28])[C:14]=2[C:15]2[C:23]3[C:18](=[CH:19][C:20]([N+:24]([O-:26])=[O:25])=[CH:21][CH:22]=3)[N:17]([CH3:27])[CH:16]=2)=[CH:2]1.C[Si]([N-][Si](C)(C)C)(C)C.[Li+].[C:40](Cl)(=[O:42])[CH3:41]>C1COCC1>[C:40]([N:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([C:10]2[C:11](=[O:29])[NH:12][C:13](=[O:28])[C:14]=2[C:15]2[C:23]3[C:18](=[CH:19][C:20]([N+:24]([O-:26])=[O:25])=[CH:21][CH:22]=3)[N:17]([CH3:27])[CH:16]=2)=[CH:2]1)(=[O:42])[CH3:41]

参加物

5

反応物 3

HCID 6367Acetyl chlorideHCID 2733832Lithium HexamethyldisilazideHCID 98864633-(1H-Indol-3-yl)-4-(1-methyl-6-nitro-1H-indol-3-yl)-pyrrole-2,5-dione

生成物 1

HCID 10274157HCID 10274157、化合物収率 65%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A solution of 3-(l H-indol-3-yl)-4-(1-methyl-6-nitro-1H-indol-3-yl)-pyrrole-2,5-dione (51 mg, 0.13 mmol), prepared as described in U.S. Ser. No. 09/268,887, in THF (20 ml) and cooled to −70° C. To this solution was added lithium bis(trimethylsilyl)amide (0.5 mmol, 0.5 ml, 3.8 eq, 1.0 M in THF, followed by excess acetyl chloride (0.1 ml). The resulting solution was stirred until the temperature reached −45° C. The reaction was evaporated and purified by silica gel chromatography to give 33 mg of 3-(1-acetyl-1H-indol-3-yl)-4-(1-methyl-6-nitro-1H-indol-3-yl)-pyrrole-2,5-dione. (Yield 65 %).

後処理

  1. customreached −45° C
  2. customThe reaction was evaporated
  3. custompurified by silica gel chromatography

出典と根拠

ORDレコード
ord-47e02b4e3d9444bbb27f4dbce908eab9
出典データセット
uspto-grants-2001_11
特許番号
US06313143B1

反応ノート

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