N,N'-bis-(2-amino-ethyl)-N,N'-dimethyl-propane-1,3-diamine → 6-[2-({3-[(2-Amino-ethyl)-methyl-amino]-propyl}-methyl-amino)-ethylamino]-5,9-diaza-benzo[c]fluoren-7-one

HRID 496747

反応式

HRID 496747 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][N:33]([CH3:42])[CH2:34][CH2:35][CH2:36][N:37]([CH2:39][CH2:40][NH2:41])[CH3:38]>ClCCl>[NH2:41][CH2:40][CH2:39][N:37]([CH3:38])[CH2:36][CH2:35][CH2:34][N:33]([CH3:42])[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

4

反応物 2

HCID 10607670N,N'-bis-(2-amino-ethyl)-N,N'-dimethyl-propane-1,3-diamineHCID 20829786toluene-4-sulfonic acid 7-oxo-7H-5,9-diaza-benzo[c]fluoren-6-yl ester

生成物 1

HCID 223220946-[2-({3-[(2-Amino-ethyl)-methyl-amino]-propyl}-methyl-amino)-ethylamino]-5,9-diaza-benzo[c]fluoren-7-one

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
50 °C

実験手順

A mixture of toluene-4-sulfonic acid 7-oxo-7H-5,9-diaza-benzo[c]fluoren-6-yl ester (102 mg) (the compound of Reference Example 6c-2) and N,N′-bis-(2-amino-ethyl)-N,N′-dimethyl-propane-1,3-diamine (0.8 ml) was stirred at 50° C. for 20 minutes. The reaction mixture was diluted with dichloromethane. The solution was washed with saturated NaHCO3 solution and dried over magnesium sulfate. The organic layer was evaporated to dryness. The residue was purified by silica gel column chromatography developed by dichloromethane-methanol-ammonia water (25%)=90:10:1. The desired product (37 mg) was obtained as a reddish oil.

後処理

  1. washThe solution was washed with saturated NaHCO3 solution
  2. dry with materialdried over magnesium sulfate
  3. customThe organic layer was evaporated to dryness
  4. customThe residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-159a4154ac624503b3af81291ec50d79
出典データセット
uspto-grants-2005_09
特許番号
US06946472B2

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