Potassium Carbonate → 4-Chloro-5-[3-methyl-3-(triethylsiloxy)butoxy]-7-iodoisoindolinone

HRID 21322ノート

反応式

HRID 21322 の反応式
[Cl:1][C:2]1[C:10]([OH:11])=[CH:9][C:8]([I:12])=[C:7]2[C:3]=1[CH2:4][NH:5][C:6]2=[O:13].C(=O)([O-])[O-].[K+].[K+].Br[CH2:21][CH2:22][C:23]([CH3:33])([O:25][Si:26]([CH2:31][CH3:32])([CH2:29][CH3:30])[CH2:27][CH3:28])[CH3:24]>CN(C=O)C.[I-].C([N+](CCCC)(CCCC)CCCC)CCC>[Cl:1][C:2]1[C:10]([O:11][CH2:21][CH2:22][C:23]([CH3:33])([O:25][Si:26]([CH2:27][CH3:28])([CH2:31][CH3:32])[CH2:29][CH3:30])[CH3:24])=[CH:9][C:8]([I:12])=[C:7]2[C:3]=1[CH2:4][NH:5][C:6]2=[O:13]

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 11208288(4-Bromo-2-methyl-2-butoxy)triethylsilaneHCID 684892494-Chloro-5-hydroxy-7-iodoisoindolinone

生成物 1

HCID 684902934-Chloro-5-[3-methyl-3-(triethylsiloxy)butoxy]-7-iodoisoindolinone収率 35%

試薬・触媒・溶媒 2

HCID 67553Tetrabutylammonium Iodide触媒HCID 6228Dimethylformamide溶媒

実験手順

In a similar manner to Step 1 of Example 429, 4-chloro-5-hydroxy-7-iodoisoindolinone (70.8 mg, 0.229 mmol) was dissolved in DMF (2.1 mL), and the solution was treated with potassium carbonate (94.8 mg, 0.686 mmol), tetrabutylammonium iodide (8.5 mg, 0.023 mmol) and (4-bromo-2-methyl-2-butoxy)triethylsilane (193 mg, 0.686 mmol), followed by purification by flash column chromatography (chloroform/methanol=99/1) to obtain 4-chloro-5-[3-methyl-3-(triethylsiloxy)butoxy]-7-iodoisoindolinone (40.7 mg, yield 35%).

後処理

  1. customfollowed by purification by flash column chromatography (chloroform/methanol=99/1)

出典と根拠

ORDレコード
ord-5a7c56d56b3b4a7793e205a9f0ed7e46
出典データセット
uspto-grants-2010_06
特許番号
US07745641B2

反応ノート

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