N,N-bis(3-aminopropyl)methylamine → 6-(3-{methyl-[3-(7-oxo-7H-5,9-diaza-benzo[c]fluoren-6-ylamino)-propyl]-amino}-propylamino)-5,9-diaza-benzo[c]fluoren-7-one

HRID 496741

反応式

HRID 496741 の反応式
[O:1]=[C:2]1[C:14]2[C:13](OS(C3C=CC(C)=CC=3)(=O)=O)=[N:12][C:11]3[CH:26]=[CH:27][CH:28]=[CH:29][C:10]=3[C:9]=2[C:8]2[CH:7]=[CH:6][N:5]=[CH:4][C:3]1=2.[NH2:30][CH2:31][CH2:32][CH2:33][N:34]([CH3:39])[CH2:35][CH2:36][CH2:37][NH2:38].[C:40](=[O:43])([O-])[O-].[K+].[K+]>ClCCl>[CH3:39][N:34]([CH2:35][CH2:36][CH2:37][NH:38][C:13]1[C:14]2[C:40](=[O:43])[C:3]3[CH:4]=[N:5][CH:6]=[CH:7][C:8]=3[C:9]=2[C:10]2[CH:29]=[CH:28][CH:27]=[CH:26][C:11]=2[N:12]=1)[CH2:33][CH2:32][CH2:31][NH:30][C:13]1[C:14]2[C:2](=[O:1])[C:3]3[CH:4]=[N:5][CH:6]=[CH:7][C:8]=3[C:9]=2[C:10]2[CH:29]=[CH:28][CH:27]=[CH:26][C:11]=2[N:12]=1

参加物

5

反応物 3

HCID 7777N,N-bis(3-aminopropyl)methylamineHCID 11430Potassium CarbonateHCID 20829786HCID 20829786、化合物

生成物 1

HCID 103938896-(3-{methyl-[3-(7-oxo-7H-5,9-diaza-benzo[c]fluoren-6-ylamino)-propyl]-amino}-propylamino)-5,9-diaza-benzo[c]fluoren-7-one

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A mixture of toluene-4-sulfonic acid 7-oxo-7H-5,9-diaza-benzo[c]fluoren-6-yl ester (Reference Example 6c-2) (90 mg) and N1-(3-amino-propyl)-N1-methyl-propane-1,3-diamine (WAKO PURE CHEMICAL: 15 mg) and potassium carbonate (37 mg) was suspended in dichloromethane (10 ml) and heated at reflux temperature for five days under nitrogen. The mixture was roughly purified by short silica gel column chromatography developed by dichloromethane-methanol=100:1 and dichloromethane-methanol=1:1. The fractions that contained the desired product were combined and evaporated to dryness and purified again by silica gel thin layer chromatography developed by dichloromethane-methanol-ammonia water=90:10:1. The desired compound was obtained as a dark reddish powder.

後処理

  1. temperatureheated
  2. temperatureat reflux temperature for five days under nitrogen
  3. customThe mixture was roughly purified by short silica gel column chromatography
  4. customevaporated to dryness
  5. custompurified again by silica gel thin layer chromatography

出典と根拠

ORDレコード
ord-47ebe698c6114793aab8c2c5be8b4eb9
出典データセット
uspto-grants-2005_09
特許番号
US06946472B2

関連ノート

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