N-(3-Aminopropyl)morpholine → (6,7-Dichloro-3-pyridin-2-yl-quinoxalin-2-yl)-(3-morpholin-4-yl-propyl)-amine

HRID 1266141노트

반응식

HRID 1266141 반응식
Cl[C:2]1[C:11]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=2)=[N:10][C:9]2[C:4](=[CH:5][C:6]([Cl:19])=[C:7]([Cl:18])[CH:8]=2)[N:3]=1.[NH2:20][CH2:21][CH2:22][CH2:23][N:24]1[CH2:29][CH2:28][O:27][CH2:26][CH2:25]1>C1(C)C=CC=CC=1>[Cl:18][C:7]1[CH:8]=[C:9]2[C:4](=[CH:5][C:6]=1[Cl:19])[N:3]=[C:2]([NH:20][CH2:21][CH2:22][CH2:23][N:24]1[CH2:29][CH2:28][O:27][CH2:26][CH2:25]1)[C:11]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=1)=[N:10]2

참가 물질

4

반응물 2

HCID 61055N-(3-Aminopropyl)morpholineHCID 185490312,6,7-Trichloro-3-pyridin-2-yl-quinoxaline

생성물 1

HCID 9866694(6,7-Dichloro-3-pyridin-2-yl-quinoxalin-2-yl)-(3-morpholin-4-yl-propyl)-amine수율 83.2%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

A solution of 2,6,7-trichloro-3-pyridin-2-yl-quinoxaline (0.50 g) and N-(3-aminopropyl)-morpholine (0.46 g) in toluene (25 mL) was refluxed under nitrogen for 16 hours. After refluxing, the reaction mixture was cooled, filtered, and concentrated under vacuum. The residue was purified by flash chromatography (silica gel, 1:9 methanol/dichloromethane) to give a yellow solid. Recrystallization from methanol and water gave the product as yellow crystals (0.56 g); mp 119-121° C.

후처리

  1. temperatureAfter refluxing
  2. temperaturethe reaction mixture was cooled
  3. filtrationfiltered
  4. concentrationconcentrated under vacuum
  5. customThe residue was purified by flash chromatography (silica gel, 1:9 methanol/dichloromethane)
  6. customto give a yellow solid
  7. customRecrystallization from methanol and water

출처 및 근거

ORD 기록
ord-fa18aeb25a5644459d1fd67755c5aa06
출처 데이터셋
uspto-grants-2003_04
특허 번호
US06548499B1

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