Potassium Carbonate → 10-Methyl-6-oxo-7,8,9,10-tetrahydro-6H-pyrido[3',2':4,5]pyrrolo[1,2-a][1,4]diazepine-2-carboxylic acid

HRID 1521710Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1521710
[NH2:1][CH2:2][CH2:3][CH:4]([N:6]1[C:10]2=[N:11][C:12]([C:15]([O:17]CC)=[O:16])=[CH:13][CH:14]=[C:9]2[CH:8]=[C:7]1[C:20]([O:22]CC)=O)[CH3:5].C(=O)([O-])[O-].[K+].[K+]>C(O)C>[CH3:5][CH:4]1[N:6]2[C:10]3[N:11]=[C:12]([C:15]([OH:17])=[O:16])[CH:13]=[CH:14][C:9]=3[CH:8]=[C:7]2[C:20](=[O:22])[NH:1][CH2:2][CH2:3]1

Komponenten

4

Edukt 2

HCID 11430Potassium CarbonateHCID 67237898Diethyl 1-(4-aminobutan-2-yl)-1H-pyrrolo[2,3-b]pyridine-2,6-dicarboxylate

Produkt 1

HCID 6723721510-Methyl-6-oxo-7,8,9,10-tetrahydro-6H-pyrido[3',2':4,5]pyrrolo[1,2-a][1,4]diazepine-2-carboxylic acidAusbeute 54 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

To a solution of diethyl 1-(4-aminobutan-2-yl)-1H-pyrrolo[2,3-b]pyridine-2,6-dicarboxylate (1.20 g, 3.60 mmol) in ethanol (35 mL) is added potassium carbonate (1.49 g, 10.8 mmol). The mixture is stirred at 60° C. for 16 h and is then cooled to room temperature. The ethanol is removed in vacuo and the aqueous mixture is acidified to pH 5 with 1N hydrochloric acid and is extracted with ethyl acetate. The combined organic phases are washed with brine, and are dried (Na2SO4) and concentrated in vacuo to afford the title compound as a yellow solid (500 mg, 54%). LCMS: (M+H+).

Aufarbeitung

  1. temperatureis then cooled to room temperature
  2. customThe ethanol is removed in vacuo
  3. extractionis extracted with ethyl acetate
  4. washThe combined organic phases are washed with brine
  5. dry with materialare dried (Na2SO4)
  6. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-9c047bfda447435b98bc523810be7759
Quelldatensatz
uspto-grants-2015_07
Patentnummer
US09073926B2

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