Iodine → 7-Iodo-4-(4-hydroxy-3-methoxy-5-nitrophenyl)isoindolinone

HRID 21102노트

반응식

HRID 21102 반응식
N[C:2]1[CH:3]=[CH:4][C:5]([C:12]2[CH:17]=[CH:16][C:15]([OH:18])=[C:14]([O:19][CH3:20])[CH:13]=2)=[C:6]2[C:10]=1[C:9](=[O:11])[NH:8][CH2:7]2.[I-:21].[K+].II.[N:25]([O:27]C(C)(C)C)=[O:26]>C(#N)C.[Cu](I)I>[I:21][C:2]1[CH:3]=[CH:4][C:5]([C:12]2[CH:17]=[C:16]([N+:25]([O-:27])=[O:26])[C:15]([OH:18])=[C:14]([O:19][CH3:20])[CH:13]=2)=[C:6]2[C:10]=1[C:9](=[O:11])[NH:8][CH2:7]2

참가 물질

7

반응물 4

HCID 807IodineHCID 4875Potassium IodideHCID 10906Tert-Butyl nitriteHCID 684876617-Amino-4-(4-hydroxy-3-methoxyphenyl)isoindolinone

생성물 1

HCID 684887357-Iodo-4-(4-hydroxy-3-methoxy-5-nitrophenyl)isoindolinone수율 31.4%

시약·촉매·용매 2

HCID 83717Copper iodide촉매HCID 6342Acetonitrile용매

실험 절차

In a similar manner to Step 4 of Example 140, 7-amino-4-(4-hydroxy-3-methoxyphenyl)isoindolinone (202 mg, 0.747 mmol) was dissolved in acetonitrile (10.1 mL), and the solution was treated with potassium iodide (149 mg, 0.896 mmol), copper iodide (171 mg, 0.896 mmol), iodine (228 mg, 0.896 mmol) and tert-butyl nitrite (0.266 mL, 0.896 mmol), followed by purification by preparative thin-layer chromatography (chloroform/methanol=15/1) to obtain 7-iodo-4-(4-hydroxy-3-methoxy-5-nitrophenyl)isoindolinone (100 mg, yield 31%).

후처리

  1. customfollowed by purification by preparative thin-layer chromatography (chloroform/methanol=15/1)

출처 및 근거

ORD 기록
ord-bdbbee7acee84f529f217d38b8790b81
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07745641B2

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