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

반응식

HRID 496741 반응식
[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

참가 물질

5

반응물 3

HCID 7777N,N-bis(3-aminopropyl)methylamineHCID 11430Potassium CarbonateHCID 20829786HCID 20829786, 화합물

생성물 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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-47ebe698c6114793aab8c2c5be8b4eb9
출처 데이터셋
uspto-grants-2005_09
특허 번호
US06946472B2

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