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

HRID 21322

반응식

HRID 21322 반응식
[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]

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 67553Tetrabutylammonium Iodide촉매HCID 6228Dimethylformamide용매

실험 절차

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%).

후처리

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

출처 및 근거

ORD 기록
ord-5a7c56d56b3b4a7793e205a9f0ed7e46
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07745641B2

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