Water → 3-[1-(4-Aminomethyl-3-hydroxybenzyl)-indol-3-yl]-4-[1-methyl-indol-3-yl]-pyrrole-2,5-dione

HRID 1859200ノート

反応式

HRID 1859200 の反応式
[NH2:1][CH2:2][C:3]1[CH:35]=[CH:34][C:6]([CH2:7][N:8]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10]([C:17]3[C:18](=[O:33])[NH:19][C:20](=[O:32])[C:21]=3[C:22]3[C:30]4[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=4)[N:24]([CH3:31])[CH:23]=3)=[CH:9]2)=[CH:5][C:4]=1[O:36]COCC[Si](C)(C)C.O.FC(F)(F)C(O)=O.C(OCC)(=O)C.C(O)C.[OH-].[NH4+]>C(Cl)Cl.C(OCC)(=O)C>[NH2:1][CH2:2][C:3]1[CH:35]=[CH:34][C:6]([CH2:7][N:8]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10]([C:17]3[C:18](=[O:33])[NH:19][C:20](=[O:32])[C:21]=3[C:22]3[C:30]4[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=4)[N:24]([CH3:31])[CH:23]=3)=[CH:9]2)=[CH:5][C:4]=1[OH:36]

参加物

7

反応物 4

HCID 962WaterHCID 6422Trifluoroacetic acidHCID 18433202Ethyl acetate ethanol ammonium hydroxideHCID 221232973-[1-(4-Aminomethyl-3-(2-(trimethylsilyl)ethoxymethoxy)benzyl)-indol-3-yl]-4-[1-methyl-indol-3-yl]pyrrole-2,5-dione

生成物 1

HCID 221232753-[1-(4-Aminomethyl-3-hydroxybenzyl)-indol-3-yl]-4-[1-methyl-indol-3-yl]-pyrrole-2,5-dione収率 22.9%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8857Ethyl Acetate溶媒

実験手順

The product of Example 10 (0.068 g, 0.11 mmol) was dissolved in methylene chloride (0.5 ml). Water (0.1 mL) was added and the solution cooled on ice. Trifluoroacetic acid (1 mL) was added and the reaction allowed to proceed for 30 minutes. Extractive workup with ethyl acetate followed by chromatography (ethyl acetate/ethanol/ammonium hydroxide:90/10/2) yields 3-[1-(4-aminomethyl-3-hydroxybenzyl)-indol-3-yl]-4-[1-methyl-indol-3-yl]-pyrrole-2,5-dione (0.012 g,) as a red solid. Treatment with hydrochloric acid yields the title compound.

後処理

  1. temperaturethe solution cooled on ice

出典と根拠

ORDレコード
ord-527ae99b34e54cc4a24e99c1efe1da9d
出典データセット
uspto-grants-2000_11
特許番号
US06153641

反応ノート

読み込み中…