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 2298771노트

반응식

HRID 2298771 반응식
[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

참가 물질

4

반응물 1

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

생성물 1

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

시약·촉매·용매 2

HCID 23994Zinc촉매HCID 176Acetic Acid용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-ca1c96da25ed4e85a4528b7414b1208c
출처 데이터셋
uspto-grants-2002_12
특허 번호
US06495543B1

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