HCID 22734278, 화합물 → HCID 22734005, 화합물

HRID 1057907노트

반응식

HRID 1057907 반응식
Cl[C:2]1[CH:3]=[N:4][CH:5]=[C:6](Cl)[C:7]=1[CH2:8][C:9]([C:11]1[C:20]2[O:19][CH2:18][CH2:17][O:16][C:15]=2[C:14]([O:21][CH3:22])=[CH:13][CH:12]=1)=[O:10].[H][H]>CN(C=O)C.[C].[Pd]>[CH3:22][O:21][C:14]1[C:15]2[O:16][CH2:17][CH2:18][O:19][C:20]=2[C:11]([C:9](=[O:10])[CH2:8][C:7]2[CH:6]=[CH:5][N:4]=[CH:3][CH:2]=2)=[CH:12][CH:13]=1

참가 물질

5

반응물 2

HCID 22734278HCID 22734278, 화합물HCID 178418361HCID 178418361, 화합물

생성물 1

HCID 22734005HCID 22734005, 화합물수율 41%

시약·촉매·용매 2

HCID 178418390HCID 178418390, 화합물촉매HCID 6228Dimethylformamide용매

실험 절차

Compound 178(1.1 g) obtained in Example 178 was dissolved in DMF (10 ml), mixed with palladium-carbon (containing 50% water) (0.2 g), and stirred at room temperature for 24 hours in a hydrogen atmosphere. The reaction solution was filtered with Celite. The filtrate was mixed with saturated sodium bicarbonate water and extracted with ethyl acetate. The organic layer was washed with a saturated aqueous sodium chloride solution, dried over magnesium sulfate anhydride, and evaporated under reduced pressure for removing the solvent. The residue was purified by silica gel column chromatography (ethyl acetate) to give 2,3-dihydro-5-methoxy-8-[1-oxo-2-(4-pyridyl)ethyl]-1,4-benzodioxine (0.36 g, 41%) as colorless crystals. The thus-obtained compound was dissolved in ethyl acetate and mixed with a saturated hydrochloric acid ethyl acetate solution. The precipitated crystals were filtered and washed with ethyl acetate to give Compound 179 as colorless crystals.

후처리

  1. filtrationThe reaction solution was filtered with Celite
  2. additionThe filtrate was mixed with saturated sodium bicarbonate water
  3. extractionextracted with ethyl acetate
  4. washThe organic layer was washed with a saturated aqueous sodium chloride solution
  5. dry with materialdried over magnesium sulfate anhydride
  6. customevaporated under reduced pressure
  7. customfor removing the solvent
  8. customThe residue was purified by silica gel column chromatography (ethyl acetate)

출처 및 근거

ORD 기록
ord-68a2290b9c2045518c90c421d8226976
출처 데이터셋
uspto-grants-2003_02
특허 번호
US06514996B2

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