Water → HCID 58196429, Verbindung

HRID 624766Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 624766
Cl[C:2]1[N:7]2[N:8]=[CH:9][CH:10]=[C:6]2[N:5]=[C:4]([S:11][CH3:12])[N:3]=1.[CH:13]1([NH2:16])[CH2:15][CH2:14]1.O>CN1C(=O)CCC1>[CH:13]1([NH:16][C:2]2[N:7]3[N:8]=[CH:9][CH:10]=[C:6]3[N:5]=[C:4]([S:11][CH3:12])[N:3]=2)[CH2:15][CH2:14]1

Komponenten

5

Edukt 3

HCID 962WaterHCID 69828CyclopropylamineHCID 129161154-Chloro-2-(methylthio)pyrazolo[1,5-a][1,3,5]triazine

Produkt 1

HCID 58196429HCID 58196429, VerbindungAusbeute 79 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 13387N-methyl-2-pyrrolidoneLösungsmittel

Versuchsvorschrift

4-Chloro-2-(methylthio)pyrazolo[1,5-a][1,3,5]triazine (1.0 eq, 6.26 g, 31.19 mmol) was suspended in anhydrous NMP (50 ml). Cyclopropylamine (1.5 eq, 3.2 ml, 46.26 mmol) was added through syringe dropwise. Internal temperature rose to 47° C. The mixture was stirred without any external cooling for one hour. An additional amount of cypropylamine (1 ml) was added and the mixture stirred for another 1.5 hours. The mixture was slowly poured into water (500 ml) under stirring. The resulting solid was filtered, washed with water and dried in a vacuum oven to give N-cyclopropyl-2-(methylthio)pyrazolo[1,5-a][1,3,5]triazin-4-amine as a tan solid (5.44 g, 79% yield). LCMS (ES): >95% pure, m/z 222 [M+H]+.

Aufarbeitung

  1. customrose to 47° C
  2. temperatureany external cooling for one hour
  3. additionAn additional amount of cypropylamine (1 ml) was added
  4. stirringthe mixture stirred for another 1.5 hours
  5. stirringunder stirring
  6. filtrationThe resulting solid was filtered
  7. washwashed with water
  8. customdried in a vacuum oven

Quellen und Nachweise

ORD-Eintrag
ord-ff58f46faed94849b702f18461c93890
Quelldatensatz
uspto-grants-2016_04
Patentnummer
US09303033B2

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