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4-Pyridinemethanamine → 4-[2-(4-Aminomethylpiperidin-1-yl)ethyl]phenyl 9-acridinecarboxylate

HRID 565131
ノート
印刷プレビュー

反応式

HRID 565131 の反応式
[CH:1]1[C:14]2[C:5](=[N:6][C:7]3[C:12]([C:13]=2[C:15]([O:17][C:18]2[CH:23]=[CH:22][C:21]([CH2:24][CH2:25]OS(C4C=CC(C)=CC=4)(=O)=O)=[CH:20][CH:19]=2)=[O:16])=[CH:11][CH:10]=[CH:9][CH:8]=3)[CH:4]=[CH:3][CH:2]=1.[NH2:37][CH2:38][C:39]1[CH:44]=[CH:43][N:42]=[CH:41][CH:40]=1.CC([O-])(C)C.[K+]>CN(C=O)C>[CH:11]1[C:12]2[C:7](=[N:6][C:5]3[C:14]([C:13]=2[C:15]([O:17][C:18]2[CH:23]=[CH:22][C:21]([CH2:24][CH2:25][N:42]4[CH2:43][CH2:44][CH:39]([CH2:38][NH2:37])[CH2:40][CH2:41]4)=[CH:20][CH:19]=2)=[O:16])=[CH:1][CH:2]=[CH:3][CH:4]=3)[CH:8]=[CH:9][CH:10]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 773174-PyridinemethanamineHCID 158957504-(2-Tosyloxyethyl)phenyl 9-acridine carboxylateHCID 23665647Potassium tert-butoxide

生成物 1

HCID 158957514-[2-(4-Aminomethylpiperidin-1-yl)ethyl]phenyl 9-acridinecarboxylate収率 18%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

In 30 ml of DMF, 2.9 g of the compound (3) obtained in Example 3 were dissolved, followed by the addition of 0.59 g of 4-aminomethylpyridine. The resultant mixture was stirred at room temperature, to which 0.60 g of t-BuOK was added under ice cooling. The thus-obtained mixture was stirred at room temperature for 5 hours. The DMF was distilled off under reduced pressure, and the residue was dissolved in CHCl3. The solution so obtained was washed with water and then dried over anhydrous magnesium sulfate (MgSO4). The solvent was distilled off under reduced pressure. The residue was isolated and purified by chromatography on a silica gel column (eluent: CHCl3/MeOH=7/3), whereby 0.41 g of the compound (4) was obtained (yield: 18%).

後処理

  1. additionwas added under ice cooling
  2. distillationThe DMF was distilled off under reduced pressure
  3. dissolutionthe residue was dissolved in CHCl3
  4. customThe solution so obtained
  5. washwas washed with water
  6. dry with materialdried over anhydrous magnesium sulfate (MgSO4)
  7. distillationThe solvent was distilled off under reduced pressure
  8. customThe residue was isolated
  9. custompurified by chromatography on a silica gel column (eluent: CHCl3/MeOH=7/3)

出典と根拠

ORDレコード
ord-260f2e7543064e24a97e714f5a418534
出典データセット
uspto-grants-2001_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06171520B2

反応ノート

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