1,4-Diazepan-5-one → HCID 89924338, Verbindung

HRID 626937

Reaktionsgleichung

Reaktionsgleichung von HRID 626937
Cl[C:2]1[N:7]=[CH:6][C:5]([B:8]([OH:10])[OH:9])=[CH:4][N:3]=1.[NH:11]1[CH2:17][CH2:16][C:15](=[O:18])[NH:14][CH2:13][CH2:12]1>O1CCOCC1>[O:18]=[C:15]1[CH2:16][CH2:17][N:11]([C:2]2[N:7]=[CH:6][C:5]([B:8]([OH:10])[OH:9])=[CH:4][N:3]=2)[CH2:12][CH2:13][NH:14]1

Komponenten

4

Edukt 2

HCID 27372641,4-Diazepan-5-oneHCID 21747362(2-Chloropyrimidin-5-yl)boronic acid

Produkt 1

HCID 89924338HCID 89924338, VerbindungAusbeute 48,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

(2-Chloropyrimidin-5-yl)boronic acid (200 mg, 1.26 mmol) and 1,4-diazepan-5-one (288.34 mg, 2.53 mmol) were suspended in 1,4-dioxane (3 mL) and the mixture was heated at 100° C. under microwave irradiation for 45 minutes. The resulting slurry was concentrated under vacuum and triturated with MeOH to afford the title compound (145 mg, 30%) as a cream precipitate, which was used without further purification. Method C HPLC-MS: MH+ m/z 237, RT 0.40 minutes.

Aufarbeitung

  1. concentrationThe resulting slurry was concentrated under vacuum
  2. customtriturated with MeOH

Quellen und Nachweise

ORD-Eintrag
ord-850888f961a24e22b714a5ca0eb58773
Quelldatensatz
uspto-grants-2016_04
Patentnummer
US09309243B2

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