Ethylenediamine → 6-(4,5-dihydro-1H-imidazol-2-yl)-N-phenylimidazo[1,2-a]pyridine-2-carboxamide hydrochloride

HRID 2363710노트

반응식

HRID 2363710 반응식
[ClH:1].[C:2]1([NH:8][C:9]([C:11]2[N:12]=[C:13]3[CH:18]=[CH:17][C:16]([C:19](=[NH:23])OCC)=[CH:15][N:14]3[CH:24]=2)=[O:10])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:25](N)[CH2:26][NH2:27]>C(O)C>[ClH:1].[NH:27]1[CH2:26][CH2:25][N:23]=[C:19]1[C:16]1[CH:17]=[CH:18][C:13]2[N:14]([CH:24]=[C:11]([C:9]([NH:8][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)=[O:10])[N:12]=2)[CH:15]=1

참가 물질

4

반응물 2

HCID 3301EthylenediamineHCID 68780784Ethyl 2-phenylcarbamoylimidazo[1,2-a]pyridine-6-carboximidate hydrochloride

생성물 1

HCID 687801786-(4,5-dihydro-1H-imidazol-2-yl)-N-phenylimidazo[1,2-a]pyridine-2-carboxamide hydrochloride

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
0 °C

실험 절차

A suspension of 296 mg of ethyl 2-phenylcarbamoylimidazo[1,2-a]pyridine-6-carboximidate hydrochloride (1:1) in 10 mL of ethanol is cooled to 0° C., followed by addition of 144 μL of ethylenediamine. The reaction mixture is refluxed for 16 hours and then stirred at room temperature for 60 hours. The precipitate is filtered off by suction and washed with ethanol and then recrystallized from methanol to give 64 mg of 6-(4,5-dihydro-1H-imidazol-2-yl)-N-phenylimidazo[1,2-a]pyridine-2-carboxamide hydrochloride (1:2) in the form of a white solid. The filtrate is concentrated to dryness and taken up in water. The insoluble matter is filtered off by suction, washed with methanol and then dried to give 99 mg of 6-(4,5-dihydro-1H-imidazol-2-yl)-N-phenylimidazo[1,2-a]pyridine-2-carboxamide hydrochloride (1:1) in the form of a white solid.

후처리

  1. temperatureThe reaction mixture is refluxed for 16 hours
  2. filtrationThe precipitate is filtered off by suction
  3. washwashed with ethanol
  4. customrecrystallized from methanol

출처 및 근거

ORD 기록
ord-3bc34e3d66a14c04be18efcb14e656a3
출처 데이터셋
uspto-grants-2014_04
특허 번호
US08691990B2

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