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

反応式

HRID 6800 の反応式
[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

参加物

5

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 9942167Palladium hydroxide触媒HCID 887Methanol溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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

後処理

  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

出典と根拠

ORDレコード
ord-941df1acbb1249ef9c18b030f6937c2a
出典データセット
uspto-grants-2006_08
特許番号
US07084156B2

関連ノート

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