1-[3-(Benzyloxy)propyl]-3,3-dibromo-5-methoxy-1,3-dihydro-2H-pyrrolo[3,2-b]pyridin-2-one → 1-[3-(Benzyloxy)propyl]-5-methoxy-1,3-dihydro-2h-pyrrolo[3,2-b]pyridin-2-one

HRID 2298771ノート

反応式

HRID 2298771 の反応式
[CH2:1]([O:8][CH2:9][CH2:10][CH2:11][N:12]1[C:20]2[C:15](=[N:16][C:17]([O:21][CH3:22])=[CH:18][CH:19]=2)[C:14](Br)(Br)[C:13]1=[O:25])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C(O)(=O)C.[Zn]>[CH2:1]([O:8][CH2:9][CH2:10][CH2:11][N:12]1[C:20]2[C:15](=[N:16][C:17]([O:21][CH3:22])=[CH:18][CH:19]=2)[CH2:14][C:13]1=[O:25])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

4

反応物 1

HCID 113288791-[3-(Benzyloxy)propyl]-3,3-dibromo-5-methoxy-1,3-dihydro-2H-pyrrolo[3,2-b]pyridin-2-one

生成物 1

HCID 120351231-[3-(Benzyloxy)propyl]-5-methoxy-1,3-dihydro-2h-pyrrolo[3,2-b]pyridin-2-one

試薬・触媒・溶媒 2

HCID 23994Zinc触媒HCID 176Acetic Acid溶媒

実験手順

Under argon and at room temperature, 1.10 g (16.8 mmol) of powdered zinc are added in portions to 789 mg (1.68 mmol) of the compound obtained in Step B dissolved in 15 ml of acetic acid. After 5 hours' stirring at room temperature, the reaction mixture is filtered using a Büchner funnel, evaporated to dryness and then coevaporated in the presence of toluene. The residue, which is taken up in ethyl acetate, is washed several times with water. The organic phase is dried over magnesium sulphate, filtered and concentrated and then purified by flash chromatography over silica gel (eluant: petroleum ether/ethyl acetate, 1:1) to yield the title compound in the form of an orange oil.

後処理

  1. filtrationthe reaction mixture is filtered
  2. customevaporated to dryness
  3. washis washed several times with water
  4. dry with materialThe organic phase is dried over magnesium sulphate
  5. filtrationfiltered
  6. concentrationconcentrated
  7. custompurified by flash chromatography over silica gel (eluant: petroleum ether/ethyl acetate, 1:1)

出典と根拠

ORDレコード
ord-ca1c96da25ed4e85a4528b7414b1208c
出典データセット
uspto-grants-2002_12
特許番号
US06495543B1

反応ノート

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