1,2-Ethanediamine, N1,N1,N2-trimethyl- → 2-Dimethylaminoethyl-4-(5-benzoylbenzimidazol-2-yl)-3,5-dimethylpyrrole-2-carboxamide

HRID 553239ノート

反応式

HRID 553239 の反応式
Cl.C(N=C=NCCCN(C)C)C.O.ON1C2C=CC=CC=2N=N1.[C:24]([C:32]1[CH:50]=[CH:49][C:35]2[N:36]=[C:37]([C:39]3[C:40]([CH3:48])=[C:41]([C:45]([OH:47])=O)[NH:42][C:43]=3[CH3:44])[NH:38][C:34]=2[CH:33]=1)(=[O:31])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1.[CH3:51][N:52]([CH3:57])[CH2:53][CH2:54][NH:55]C>N1C=CC=CC=1>[CH3:51][N:52]([CH3:57])[CH2:53][CH2:54][NH:55][C:45]([C:41]1[NH:42][C:43]([CH3:44])=[C:39]([C:37]2[NH:38][C:34]3[CH:33]=[C:32]([C:24](=[O:31])[C:25]4[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=4)[CH:50]=[CH:49][C:35]=3[N:36]=2)[C:40]=1[CH3:48])=[O:47]

参加物

6

反応物 4

HCID 673381,2-Ethanediamine, N1,N1,N2-trimethyl-HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 27960291-Hydroxybenzotriazole hydrateHCID 160408334-(5-Benzoylbenzimidazol-2-yl)-dimethylpyrrole-2-carboxylic acid

生成物 1

HCID 866357882-Dimethylaminoethyl-4-(5-benzoylbenzimidazol-2-yl)-3,5-dimethylpyrrole-2-carboxamide収率 62.1%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

反応条件

温度
60 °C

実験手順

1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (88 mg, 0.46 mmol) and 1-hydroxybenzotriazole monohydrate (70 mg, 0.46 mmol) were added to a pyridine (2 ml) solution of the 4-(5-benzoylbenzimidazol-2-yl)-3,5-dimethylpyrrole-2-carboxylic acid (150 mg, 0.42 mmol) obtained in Example 10. N,N,N′-Trimethyl ethylenediamine (43 mg, 0.42 mmol) was added to the resultant solution and heated. The reaction mixture was stirred for 5 hours at 60° C. (internal temperature), and then allowed to cool to room temperature. The solvent was evaporated, and the residue was purified using medium pressure silica gel flash column chromatography (NH silica gel, chloroform:methanol=98:2) to afford N-methyl-N-(2-dimethylaminoethyl-4-(5-benzoylbenzimidazol-2-yl)-3,5-dimethylpyrrole-2-carboxamide (112 mg, 61%) as a light yellow amorphous.

後処理

  1. temperatureheated
  2. temperatureto cool to room temperature
  3. customThe solvent was evaporated
  4. customthe residue was purified

出典と根拠

ORDレコード
ord-a5268f66b61e479eb4d13e383496dbbb
出典データセット
uspto-grants-2011_05
特許番号
US07951956B2

反応ノート

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