Hydrochloric Acid → HCID 178492693、化合物

HRID 429626

反応式

HRID 429626 の反応式
[NH2:1][C:2]1[C:44]([NH2:45])=[CH:43][CH:42]=[CH:41][C:3]=1[C:4]([NH:6][C:7]1[CH:38]=[CH:37][C:10]([C:11]([N:13]([CH3:36])[C:14]2[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][C:15]=2[O:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][C:27]([N:29]2[CH2:34][CH2:33][N:32]([CH3:35])[CH2:31][CH2:30]2)=[O:28])=[O:12])=[CH:9][C:8]=1[O:39][CH3:40])=[O:5].Cl.[C:47]([N:49]=[C:50]([NH2:52])[NH2:51])#N.C(=O)([O-])O.[Na+]>O>[NH:49]([C:47]1[NH:1][C:2]2[C:3]([C:4]([NH:6][C:7]3[CH:38]=[CH:37][C:10]([C:11]([N:13]([CH3:36])[C:14]4[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][C:15]=4[O:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][C:27]([N:29]4[CH2:34][CH2:33][N:32]([CH3:35])[CH2:31][CH2:30]4)=[O:28])=[O:12])=[CH:9][C:8]=3[O:39][CH3:40])=[O:5])=[CH:41][CH:42]=[CH:43][C:44]=2[N:45]=1)[C:50]([NH2:52])=[NH:51]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 10005DicyandiamideHCID 516892Sodium BicarbonateHCID 183547944-(2,3-diaminophenyl)carbonylamino-3-methoxy-N-methyl-N-[4-methyl-2-[5-(4-methylpiperazin-1-yl)carbonylpent-1-yloxy]phenyl]benzamide

生成物 1

HCID 178492693HCID 178492693、化合物収率 45.1%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a suspension of 4-(2,3-diaminobenzoyl)amino-3-methoxy-N-methyl-N-[4-methyl-2-[5-(4-methylpiperazin-1-yl)carbonylpent-1-yloxy]phenyl]benzamide (200 mg) in water (5 ml) was added 1N hydrochloric acid (1.3 ml) and then dicyandiamide (545 mg) was added to the stirred reaction mixture. The solution was heated under reflux for 24 hours. After cooling, aqueous sodium hydrogen carbonate was added to the mixture and extracted with ethyl acetate. The extract was washed with brine and dried over sodium sulfate. After evaporation of the solvent, the residue was purified by silica gel column chromatography (SiO2, 30 g, 15% methanol in chloroform) to give 4-[2-guanidinobenzimidazol-4-yl]carbonylamino-3-methoxy-N-methyl-N-[4-methyl-2-[5-(4-methylpiperazin-1-yl)carbonylpent-1-yloxy]phenyl]benzamide (100 mg) as yellow amorphous.

後処理

  1. temperatureThe solution was heated
  2. temperatureunder reflux for 24 hours
  3. temperatureAfter cooling
  4. extractionextracted with ethyl acetate
  5. washThe extract was washed with brine
  6. dry with materialdried over sodium sulfate
  7. customAfter evaporation of the solvent
  8. customthe residue was purified by silica gel column chromatography (SiO2, 30 g, 15% methanol in chloroform)

出典と根拠

ORDレコード
ord-4b02ebaed56c425b81f79cb6c78bce86
出典データセット
uspto-grants-2001_11
特許番号
US06316482B1

関連ノート

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