Iodine → 7-Iodo-2,3-dihydro-1H-isoindol-1-one

HRID 21190노트

반응식

HRID 21190 반응식
NC1C=CC(C)=C2C=1C(=O)NC2.NC1C=CC=C2C=1C(=O)NC2.[I-].[K+].II.[N+]([O-])(OC(C)(C)C)=O.[I:36][C:37]1[CH:38]=[CH:39][C:40](C)=[C:41]2[C:45]=1[C:44](=[O:46])[NH:43][CH2:42]2>C(#N)C.[Cu](I)I>[I:36][C:37]1[CH:38]=[CH:39][CH:40]=[C:41]2[C:45]=1[C:44](=[O:46])[NH:43][CH2:42]2

참가 물질

9

반응물 6

HCID 807IodineHCID 4875Potassium IodideHCID 164756Nitric acid, 1,1-dimethylethyl esterHCID 162289237-Amino-2,3-dihydro-1H-isoindol-1-oneHCID 534386827-Amino-4-methylisoindolin-1-oneHCID 684890937-Iodo-4-methylisoindolinone

생성물 1

HCID 469118897-Iodo-2,3-dihydro-1H-isoindol-1-one수율 50%

시약·촉매·용매 2

HCID 83717Copper iodide촉매HCID 6342Acetonitrile용매

실험 절차

In a similar manner to Step 4 of Example 140, a mixture of 7-amino-4-methylisoindolinone and 7-aminoisoindolinone (10/1, 57.4 mg, 0.357 mmol) was dissolved in acetonitrile (4.6 mL), and the solution was treated with potassium iodide (78 mg, 0.47 mmol), copper iodide (90 mg, 0.47 mmol), iodine (120 mg, 0.471 mmol) and tert-butyl nitrate (0.128 mL, 1.07 mmol), followed by purification by preparative thin-layer chromatography (chloroform/acetonitrile=5/1) to obtain a mixture of 7-iodo-4-methylisoindolinone and 7-iodoisoindolinone (44.8 mg, ratio 10/1, yield 50%).

후처리

  1. customfollowed by purification by preparative thin-layer chromatography (chloroform/acetonitrile=5/1)
  2. customto obtain

출처 및 근거

ORD 기록
ord-67c101f9644c4906b0a4a7cbf1725fa0
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07745641B2

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