Potassium Acetate → 2-Methoxy-6H-pyrido[2',3':4,5]pyrrolo[2,1-a]isoindole

HRID 1767545노트

반응식

HRID 1767545 반응식
Br[C:2]1[CH:19]=[CH:18][CH:17]=[CH:16][C:3]=1[CH2:4][N:5]1[C:13]2[C:8](=[N:9][C:10]([O:14][CH3:15])=[CH:11][CH:12]=2)[CH:7]=[CH:6]1.C([O-])(=O)C.[K+]>CN(C)C(=O)C.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[CH3:15][O:14][C:10]1[CH:11]=[CH:12][C:13]2[N:5]3[CH2:4][C:3]4[C:16]([C:6]3=[CH:7][C:8]=2[N:9]=1)=[CH:17][CH:18]=[CH:19][CH:2]=4

참가 물질

5

반응물 2

HCID 517044Potassium AcetateHCID 178207361-(2-Bromobenzyl)-5-methoxy-1H-pyrrolo[3,2-b]pyridine

생성물 1

HCID 183786982-Methoxy-6H-pyrido[2',3':4,5]pyrrolo[2,1-a]isoindole

시약·촉매·용매 2

HCID 178418397HCID 178418397, 화합물촉매HCID 31374Dimethylacetamide용매

실험 절차

Under an inert atmosphere, 500 mg (1.57 mmol) of the compound obtained in Step C, 88 mg (78.9 μmol) of tetrakis(triphenylphosphine)palladium(0) and 155 mg (1.57 mmol) of potassium acetate in 15 ml of N,N-dimethylacetamide are heated at 160° C. for 2 hours. After returning to room temperature, the reaction mixture is filtered using a Büchner funnel and then evaporated to dryness. The residue is then hydrolysed and subsequently extracted with ethyl acetate. The organic phase is dried over magnesium sulphate, concentrated and purified by flash chromatography over silica gel (eluant:petroleum ether/ethyl acetate, 8:2) to yield the title compound in the form of a brown solid.

후처리

  1. customAfter returning to room temperature
  2. filtrationthe reaction mixture is filtered
  3. customevaporated to dryness
  4. extractionhydrolysed and subsequently extracted with ethyl acetate
  5. dry with materialThe organic phase is dried over magnesium sulphate
  6. concentrationconcentrated
  7. custompurified by flash chromatography over silica gel (eluant:petroleum ether/ethyl acetate, 8:2)

출처 및 근거

ORD 기록
ord-05a8e53c85ef45f9a9728614be1a850f
출처 데이터셋
uspto-grants-2007_06
특허 번호
US07235550B2

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