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Ammonia → HCID 67363450, Verbindung

HRID 245771
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 245771
[CH3:1][N:2]1[C:6](=[O:7])[CH2:5][CH:4]([C:8]([NH:10][CH2:11][C:12]2[C:17]([CH3:18])=[N:16][CH:15]=[CH:14][N:13]=2)=O)[CH2:3]1.N.C(OCC)(=O)C.CO>CS(O)(=O)=O.O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O.CO>[CH3:1][N:2]1[CH2:3][CH:4]([C:8]2[N:13]3[CH:14]=[CH:15][N:16]=[C:17]([CH3:18])[C:12]3=[CH:11][N:10]=2)[CH2:5][C:6]1=[O:7]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 3

HCID 222AmmoniaHCID 21584119Ethylacetate methanolHCID 67362972HCID 67362972, Verbindung

Produkt 1

HCID 67363450HCID 67363450, VerbindungAusbeute 108,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittel
HCID 86584057
Phosphorus Pentoxide-Methanesulfonic Acid
Lösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

1-Methyl-N-((3-methylpyrazin-2-yl)methyl)-5-oxopyrrolidine-3-carboxamide (330 mg, 1.329 mmol) was dissolved in Eaton's reagent (2 ml) and the reaction mixture was stirred at 60° C. for 18 hour. Then the reaction mixture was poured into an ice-bath and basified with 7N ammonia in methanol (20 ml). The resulting mixture was extrated with chloroform/iso-propanol (9/1) five times. The combined organic extracts were dried (Na2SO4) and concentrated in vacuo. The residue (280 mg) was stripped with toluene twice and with dichloromethane twice. An additional crop (53 mg) was obtained by extraction of the water layer with chloroform/iso-propanol (9/1) twice and drying and concentrating as described before. In total 333 mg of crude 1-methyl-4-(8-methylimidazo[1,5-a]pyrazin-3-yl)pyrrolidin-2-one was obtained which was used in the next reaction without further purification.

Aufarbeitung

  1. additionThen the reaction mixture was poured into an ice-bath
  2. dry with materialThe combined organic extracts were dried (Na2SO4)
  3. concentrationconcentrated in vacuo
  4. customAn additional crop (53 mg) was obtained by extraction of the water layer with chloroform/iso-propanol (9/1) twice
  5. customdrying
  6. concentrationconcentrating

Quellen und Nachweise

ORD-Eintrag
ord-318bd86d40564d8cbb1e31a6f71149c2
Quelldatensatz
uspto-grants-2014_02
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08658794B2

Notizen zur Reaktion

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