Ammonia → HCID 90103324, Verbindung

HRID 1052641Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1052641
[Cl:1][C:2]1[C:7]([C:8]([NH:10][C:11]2[CH:16]=[C:15]([NH:17][S:18]([CH3:21])(=[O:20])=[O:19])[CH:14]=[C:13]([O:22][CH3:23])[CH:12]=2)=[O:9])=[C:6](Cl)[N:5]=[CH:4][N:3]=1.[NH3:25]>O1CCOCC1>[NH2:25][C:6]1[C:7]([C:8]([NH:10][C:11]2[CH:16]=[C:15]([NH:17][S:18]([CH3:21])(=[O:20])=[O:19])[CH:14]=[C:13]([O:22][CH3:23])[CH:12]=2)=[O:9])=[C:2]([Cl:1])[N:3]=[CH:4][N:5]=1

Komponenten

4

Edukt 2

HCID 222AmmoniaHCID 901021774,6-Dichloro-N-(3-methoxy-5-(methylsulfonamido)phenyl)pyrimidine-5-carboxamide

Produkt 1

HCID 90103324HCID 90103324, VerbindungAusbeute 155,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

4,6-Dichloro-N-(3-methoxy-5-(methylsulfonamido)phenyl)pyrimidine-5-carboxamide (617 mg, 73% purity, 1.14 mmol) was dissolved in dioxane (5 ml) and cooled in an ice bath. Ammonia (819 μl, 7N in MeOH, 5.7 mmol) was added dropwise and the mixture stirred at 0° C. for 6 h and at room temperature overnight. The solvent was removed and ethyl acetate added. The solid precipitate was filtered off and the filtrate was concentrated to give 660 mg (100% yield) of the title compound as an oil that was used in the next step without further purification. Purity 65%

Aufarbeitung

  1. temperaturecooled in an ice bath
  2. customThe solvent was removed
  3. additionethyl acetate added
  4. filtrationThe solid precipitate was filtered off
  5. concentrationthe filtrate was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-e57255a6e0174b41a4ad203abf1734d1
Quelldatensatz
uspto-grants-2016_07
Patentnummer
US09388189B2

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