Hydrochloric Acid → 7-(5-Ethoxypyridin-3-yl)-1,7-diazaspiro[4.4]nonane

HRID 1592307노트

반응식

HRID 1592307 반응식
C([N:8]1[C:12]2([CH2:16][CH2:15][N:14]([C:17]3[CH:18]=[N:19][CH:20]=[C:21]([O:23][CH2:24][CH3:25])[CH:22]=3)[CH2:13]2)[CH2:11][CH2:10][CH2:9]1)C1C=CC=CC=1.Cl.[H][H]>C(O)C.[OH-].[OH-].[Pd+2]>[CH2:24]([O:23][C:21]1[CH:22]=[C:17]([N:14]2[CH2:15][CH2:16][C:12]3([NH:8][CH2:9][CH2:10][CH2:11]3)[CH2:13]2)[CH:18]=[N:19][CH:20]=1)[CH3:25]

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 222912451-Benzyl-7-(5-ethoxypyridin-3-yl)-1,7-diazaspiro[4.4]nonaneHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 222912427-(5-Ethoxypyridin-3-yl)-1,7-diazaspiro[4.4]nonane수율 91.1%

시약·촉매·용매 2

HCID 9942167Palladium hydroxide촉매HCID 702Ethanol용매

실험 절차

To a solution of 1-benzyl-7-(5-ethoxy-3-pyridyl)-1,7-diazaspiro[4.4]nonane (540 mg, 1.6 mmol) in ethanol (25 mL) in a pressure bottle was added concentrated HCl (1 mL) and Pearlman's catalyst (Pd(OH)2, 20% on carbon, 50 mg). The solution was shaken under 50 psi of hydrogen gas for 8 h. The catalyst was removed by filtration through Celite, and the filter cake was washed with ethanol (20 mL). The solvent was removed by rotary evaporation, and the residue was basified with saturated aqueous sodium bicarbonate to pH 8-9. Solid sodium chloride (2 g) was added, and the mixture was extracted with chloroform (4×20 mL). The combined chloroform extracts were dried (Na2SO4), filtered and concentrated by rotary evaporation to afford 360.7 mg of the desired compound as a light brown viscous liquid (91.1%).

후처리

  1. customThe catalyst was removed by filtration through Celite
  2. washthe filter cake was washed with ethanol (20 mL)
  3. customThe solvent was removed by rotary evaporation
  4. additionSolid sodium chloride (2 g) was added
  5. extractionthe mixture was extracted with chloroform (4×20 mL)
  6. dry with materialThe combined chloroform extracts were dried (Na2SO4)
  7. filtrationfiltered
  8. concentrationconcentrated by rotary evaporation

출처 및 근거

ORD 기록
ord-f6f7290ee7524c92842cfd7b65768755
출처 데이터셋
uspto-grants-2007_11
특허 번호
US07291731B2

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