Acetic Acid → 8,9-dihydro-7-[(5-methyl-1H-imidazol-4-yl)methylene]pyrido[1,2-a]indol-6(7H)-one

HRID 486229노트

반응식

HRID 486229 반응식
[CH3:1][C:2]1[N:6](C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[CH:5]=[N:4][C:3]=1[CH:26]=[C:27]1[C:39](=[O:40])[N:31]2[C:32]3[C:37]([CH:38]=[C:30]2[CH2:29][CH2:28]1)=[CH:36][CH:35]=[CH:34][CH:33]=3.C(O)(=O)C>O>[CH3:1][C:2]1[NH:6][CH:5]=[N:4][C:3]=1[CH:26]=[C:27]1[C:39](=[O:40])[N:31]2[C:32]3[C:37]([CH:38]=[C:30]2[CH2:29][CH2:28]1)=[CH:36][CH:35]=[CH:34][CH:33]=3

참가 물질

4

반응물 2

HCID 176Acetic AcidHCID 537185308,9-dihydro-7-[(5-methyl-1-trityl-1H-imidazol-4-yl)methylene]pyrido[1,2-a]indol-6(7H)-one

생성물 1

HCID 537788848,9-dihydro-7-[(5-methyl-1H-imidazol-4-yl)methylene]pyrido[1,2-a]indol-6(7H)-one수율 51.1%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
80 °C

실험 절차

A mixture of 8,9-dihydro-7-[(5-methyl-1-trityl-1H-imidazol-4-yl)methylene]pyrido[1,2-a]indol-6(7H)-one (21.28 g), acetic acid (500 ml), and water (80 ml) was stirred at 80° C. for 1 hour and 10 minutes. After evaporation of the solvent, the residue was diluted with water, neutralized with aqueous sodium bicarbonate solution and 3N aqueous sodium hydroxide solution, and extracted with chloroform to give precipitates. The precipitates were collected, washed with water and chloroform, and dried to give 8,9-dihydro-7-[(5-methyl-1H-imidazol-4-yl)methylene]pyrido[1,2-a]indol-6(7H)-one (5.8 g). The chloroform layer separated was washed with water and brine, dried over anhydrous magnesium sulfate, and evaporated to 50 ml. The chloroform solution was diluted with toluene and allowed to stand at room temperature overnight. The crystals were collected and washed with toluene to give a second crop of 8,9-dihydro-7-[(5-methyl-1H-imidazol-4-yl)methylene]pyrido[1,2-a]indol-6 (7H)-one (5.2 g).

후처리

  1. customAfter evaporation of the solvent
  2. additionthe residue was diluted with water
  3. extractionextracted with chloroform
  4. customto give
  5. customprecipitates
  6. customThe precipitates were collected
  7. washwashed with water and chloroform
  8. customdried

출처 및 근거

ORD 기록
ord-bbbff88229194d0082447190ea593e57
출처 데이터셋
uspto-grants-1994_03
특허 번호
US05290785

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