N-(3-Aminopropyl)morpholine → 3-(1,6-dihydro-6-oxo-9H-purin-9-yl)-N-[3-(4-morpholinyl)propyl]propanamide

HRID 1534933노트

반응식

HRID 1534933 반응식
[NH2:1][CH2:2][CH2:3][CH2:4][N:5]1[CH2:10][CH2:9][O:8][CH2:7][CH2:6]1.[O:11]=[C:12]1[NH:20][CH:19]=[N:18][C:17]2[N:16]([CH2:21][CH2:22][C:23](OCC)=[O:24])[CH:15]=[N:14][C:13]1=2>C(#N)C>[O:11]=[C:12]1[NH:20][CH:19]=[N:18][C:17]2[N:16]([CH2:21][CH2:22][C:23]([NH:1][CH2:2][CH2:3][CH2:4][N:5]3[CH2:10][CH2:9][O:8][CH2:7][CH2:6]3)=[O:24])[CH:15]=[N:14][C:13]1=2

참가 물질

4

반응물 2

HCID 61055N-(3-Aminopropyl)morpholineHCID 135794781Ethyl 3-(6-oxo-3,6-dihydro-9H-purin-9-yl)propanoate

생성물 1

HCID 1361028933-(1,6-dihydro-6-oxo-9H-purin-9-yl)-N-[3-(4-morpholinyl)propyl]propanamide수율 65%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

475 mg (3.29 mmol) of 4-(3-aminopropyl)morpholine was added to a 10 ml round bottom flask equipped with a magnetic stirring bar. The flask was heated to 100°-120° C. and 250 mg (1,06 mmol) of 3-(1,6-dihydro-6-oxo-9H-purin-9-yl)propionic acid, ethyl ester AIT-0027 was added to the stirring flask. Heating was continued for two hours. The solution was allowed to cool to room temperature and was then treated with 8 ml acetonitrile with stirring. A white precipitate formed and the solution was filtered after 20 minutes of stirring in acetonitrile. The filtrate was washed with acetonitrile and then with ether. This yielded 130 mg of a white solid. The mother liquor was allowed to stand overnight in a fume hood and was filtered the next day to yield another 100 mg of 3-(1,6-dihydro-6-oxo-9H-purin-9-yl)-N-[3-(4-morpholinyl)propyl]propanamide (AIT-0043). Yield: 65%. m.p. 145°-148° C.

후처리

  1. customequipped with a magnetic stirring bar
  2. temperatureThe flask was heated to 100°-120° C.
  3. temperatureHeating
  4. customA white precipitate formed
  5. filtrationthe solution was filtered after 20 minutes
  6. stirringof stirring in acetonitrile
  7. washThe filtrate was washed with acetonitrile
  8. waitto stand overnight in a fume hood
  9. filtrationwas filtered the next day

출처 및 근거

ORD 기록
ord-54de925e9a1147979e808cba8715b99a
출처 데이터셋
uspto-grants-1992_02
특허 번호
US05091432

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