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

HRID 553239노트

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HRID 553239 반응식
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]

참가 물질

6

반응물 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

생성물 1

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

시약·촉매·용매 1

HCID 1049Pyridine용매

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온도
60 °C

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-a5268f66b61e479eb4d13e383496dbbb
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07951956B2

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