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Isopropyl iodide → Methyl 1-isopropyl-1H-indole-6-carboxylate

HRID 1510129
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HRID 1510129 반응식
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:10]([O:12][CH3:13])=[O:11])[CH:8]=2)[CH:3]=[CH:2]1.C(=O)([O-])[O-].[Cs+].[Cs+].I[CH:21]([CH3:23])[CH3:22]>CN1C(=O)N(C)CCC1>[CH:21]([N:1]1[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:10]([O:12][CH3:13])=[O:11])[CH:8]=2)[CH:3]=[CH:2]1)([CH3:23])[CH3:22]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6362Isopropyl iodideHCID 10796Cesium carbonateHCID 639844Methyl indole-6-carboxylate

생성물 1

HCID 10608809Methyl 1-isopropyl-1H-indole-6-carboxylate

시약·촉매·용매 1

HCID 816462(1H)-Pyrimidinone, tetrahydro-1,3-dimethyl-용매

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온도
80 °C

실험 절차

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

To a solution of methyl 1H-indole-6-carboxylate (5.00 g, 28.5 mmol) and cesium carbonate (18.6 g, 57.1 mmol) in DMPU (50 mL) was added 2-iodopropane (3.71 mL, 37.1 mmol). After stirring at 80° C. for 4 h, the solution was cooled to rt, poured onto ether, washed with H2O (three times) and brine, dried with Na2SO4, and concentrated. The crude compound was chromatographed to give the desired product. LCMS (M+1)=218.1

후처리

  1. temperaturethe solution was cooled to rt
  2. additionpoured onto ether
  3. washwashed with H2O (three times) and brine
  4. dry with materialdried with Na2SO4
  5. concentrationconcentrated
  6. customThe crude compound was chromatographed

출처 및 근거

ORD 기록
ord-e30cd19d858c490c8254468f5d04a8a9
출처 데이터셋
uspto-grants-2012_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08211904B2

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