Triethylamine → 4-[(6,7-Dihydro-5H-pyrrolo[1,2-a][1,5]benzodiazepin-5-ylcarbonyl)phenyl]-2-methyl-benzamide

HRID 55197Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 55197
[CH3:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4](Cl)=[O:5].C([N:13](CC)CC)C.N[C:19]1[CH:40]=[CH:39][C:22]([C:23]([N:25]2[C:31]3[CH:32]=[CH:33][CH:34]=[CH:35][C:30]=3[N:29]3[CH:36]=[CH:37][CH:38]=[C:28]3[CH2:27][CH2:26]2)=[O:24])=[CH:21][CH:20]=1>C(Cl)Cl>[CH:35]1[C:30]2[N:29]3[CH:36]=[CH:37][CH:38]=[C:28]3[CH2:27][CH2:26][N:25]([C:23]([C:22]3[CH:21]=[CH:20][CH:19]=[CH:40][C:39]=3[C:9]3[CH:8]=[CH:7][C:3]([C:4]([NH2:13])=[O:5])=[C:2]([CH3:1])[CH:10]=3)=[O:24])[C:31]=2[CH:32]=[CH:33][CH:34]=1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 702762-Methylbenzoyl chlorideHCID 218371566,7-Dihydro-5-(4-aminobenzoyl)-5H-pyrrolo[1,2-a][1,5]benzodiazepine

Produkt 1

HCID 867507754-[(6,7-Dihydro-5H-pyrrolo[1,2-a][1,5]benzodiazepin-5-ylcarbonyl)phenyl]-2-methyl-benzamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a stirred solution of 5 mmol of 2-methylbenzoyl chloride in 10 ml of methylene chloride is added 7 mmol of triethylamine and 5 mmol of 6,7-dihydro-5-(4-aminobenzoyl)-5H-pyrrolo[1,2-a]-[1,5]benzodiazepine. The reaction mixture is washed with water, 2M citric acid, NaHCO3, and brine. The organic layer is dried with Na2SO4, filtered and evaporated in vacuo to give a solid which is purified by flash chromatography on silica gel to give the desired product as a solid; mass spectrum (CI): 422 (M+H).

Aufarbeitung

  1. washThe reaction mixture is washed with water, 2M citric acid, NaHCO3, and brine
  2. dry with materialThe organic layer is dried with Na2SO4
  3. filtrationfiltered
  4. customevaporated in vacuo
  5. customto give a solid which
  6. customis purified by flash chromatography on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-7c48570758114929aa45ec35022e96be
Quelldatensatz
uspto-grants-1997_04
Patentnummer
US05624923

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