Potassium Carbonate → 3-{5-[3-(2-Methoxy-ethoxy)-phenyl]-pyridin-2-yloxy}-azetidine-1-carboxylic acid pyridin-3-ylamide

HRID 1469367Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1469367
C(=O)([O-])[O-].[K+].[K+].[N:7]1[CH:12]=[CH:11][CH:10]=[C:9]([NH:13][C:14]([N:16]2[CH2:19][CH:18]([O:20][C:21]3[CH:26]=[CH:25][C:24]([C:27]4[CH:32]=[CH:31][CH:30]=[C:29]([OH:33])[CH:28]=4)=[CH:23][N:22]=3)[CH2:17]2)=[O:15])[CH:8]=1.[CH3:34][O:35][CH2:36][CH2:37]Br>CN(C=O)C>[N:7]1[CH:12]=[CH:11][CH:10]=[C:9]([NH:13][C:14]([N:16]2[CH2:19][CH:18]([O:20][C:21]3[CH:26]=[CH:25][C:24]([C:27]4[CH:32]=[CH:31][CH:30]=[C:29]([O:33][CH2:37][CH2:36][O:35][CH3:34])[CH:28]=4)=[CH:23][N:22]=3)[CH2:17]2)=[O:15])[CH:8]=1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 809722-Bromoethyl methyl etherHCID 667103863-[5-(3-Hydroxy-phenyl)-pyridin-2-yloxy]-azetidine-1-carboxylic acid pyridin-3-ylamide

Produkt 1

HCID 442189003-{5-[3-(2-Methoxy-ethoxy)-phenyl]-pyridin-2-yloxy}-azetidine-1-carboxylic acid pyridin-3-ylamideAusbeute 29 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

Potassium carbonate (23 mg, 165 μmol) was added to a solution of 3-[5-(3-hydroxy-phenyl)-pyridin-2-yloxy]-azetidine-1-carboxylic acid pyridin-3-ylamide (20 mg 55 μmol), in DMF (0.5 mL). 2-Bromoethyl methyl ether (6 μL, 66 μmol) was added and the reaction mixture was heated to 100° C. in microwave synthesiser for 1 hr. The reaction mixture was allowed to cool and solvent removed in vacuo. The crude product was purified by preparative HPLC to afford the title product as a colourless solid (6.7 mg, 29%).

Aufarbeitung

  1. temperatureto cool
  2. customsolvent removed in vacuo
  3. customThe crude product was purified by preparative HPLC

Quellen und Nachweise

ORD-Eintrag
ord-0a1376d00c0844579f4a46e0573db506
Quelldatensatz
uspto-grants-2015_04
Patentnummer
US09006269B2

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