2-(2-Azabicyclo[2.2.2]oct-2-yl)-6-nitroquinoline → 2-(2-Azabicyclo[2.2.2]oct-2-yl)quinolin-6-amine

HRID 6800

반응식

HRID 6800 반응식
[CH:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[CH2:3][N:2]2[C:9]1[CH:18]=[CH:17][C:16]2[C:11](=[CH:12][CH:13]=[C:14]([N+:19]([O-])=O)[CH:15]=2)[N:10]=1>CO.C(OCC)(=O)C.[OH-].[OH-].[Pd+2]>[CH:1]12[CH2:6][CH2:5][CH:4]([CH2:7][CH2:8]1)[CH2:3][N:2]2[C:9]1[CH:18]=[CH:17][C:16]2[C:11](=[CH:12][CH:13]=[C:14]([NH2:19])[CH:15]=2)[N:10]=1

참가 물질

5

반응물 1

HCID 220188842-(2-Azabicyclo[2.2.2]oct-2-yl)-6-nitroquinoline

생성물 1

HCID 220189302-(2-Azabicyclo[2.2.2]oct-2-yl)quinolin-6-amine

시약·촉매·용매 3

HCID 9942167Palladium hydroxide촉매HCID 887Methanol용매HCID 8857Ethyl Acetate용매

실험 절차

The product of Step A and palladium hydroxide on carbon (1.3 g, 20% by wt) was suspended in methanol (100 mL) and ethyl acetate (100 mL). The resulting mixture was degassed then stirred under hydrogen atmosphere (balloon) for 6 h. The reaction mixture was filtered through filter aid and the solvent removed under vacuum. The resulting oil was dissolved in ethyl acetate and the solvent removed under vacuum. The resulting oil was suspended in ether and triturated until crystallization occurred. The solids were filtered and washed with ice-cold ether then dried under vacuum to afford the product as a brown solid, MS: m/z 254 (MH+), which was used without further purification

후처리

  1. customThe resulting mixture was degassed
  2. filtrationThe reaction mixture was filtered
  3. filtrationthrough filter aid
  4. customthe solvent removed under vacuum
  5. dissolutionThe resulting oil was dissolved in ethyl acetate
  6. customthe solvent removed under vacuum
  7. customtriturated until crystallization
  8. filtrationThe solids were filtered
  9. washwashed with ice-cold ether
  10. customthen dried under vacuum

출처 및 근거

ORD 기록
ord-941df1acbb1249ef9c18b030f6937c2a
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07084156B2

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