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

HRID 433060ノート

反応式

HRID 433060 の反応式
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

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 178418397HCID 178418397、化合物触媒HCID 31374Dimethylacetamide溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-45e1783439104a798d4b56ff8d4b6548
出典データセット
uspto-grants-2003_12
特許番号
US06667304B2

反応ノート

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