Potassium Carbonate → 4-Chloro-5-[3-(tert-butyldimethylsiloxy)propoxy]-7-iodoisoindolinone

HRID 21316

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+].[C:20]([Si:24]([O:27][CH2:28][CH2:29][CH2:30]Br)([CH3:26])[CH3:25])([CH3:23])([CH3:22])[CH3:21]>CN(C=O)C.[I-].C([N+](CCCC)(CCCC)CCCC)CCC>[Cl:1][C:2]1[C:10]([O:11][CH2:30][CH2:29][CH2:28][O:27][Si:24]([C:20]([CH3:21])([CH3:23])[CH3:22])([CH3:25])[CH3:26])=[CH:9][C:8]([I:12])=[C:7]2[C:3]=1[CH2:4][NH:5][C:6]2=[O:13]

参加物

実験手順

In a similar manner to Step 1 of Example 429, 4-chloro-5-hydroxy-7-iodoisoindolinone (100 mg, 0.323 mmol) was dissolved in DMF (3.0 mL), and the solution was treated with potassium carbonate (134 mg, 0.969 mmol), tetrabutylammonium iodide (11.8 mg, 0.032 mmol) and tert-butyl(3-bromopropoxy)dimethylsilane (0.112 mL, 0.485 mmol), followed by purification by flash column chromatography (chloroform/methanol=99/1, 19/1) to obtain 4-chloro-5-[3-(tert-butyldimethylsiloxy)propoxy]-7-iodoisoindolinone (124 mg, yield 79%).

後処理

customfollowed by purification by flash column chromatography (chloroform/methanol=99/1, 19/1)

出典と根拠

ORDレコード: ord-466c88c3583141a7bc59d2c2395d2f4b
出典データセット: uspto-grants-2010_06
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US07745641B2

反応式

参加物

反応物 3

生成物 1

試薬・触媒・溶媒 2

実験手順

後処理

出典と根拠

関連ノート