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Lithium Chloride → HCID 20463835, Verbindung

HRID 325607
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 325607
[Cl:1][C:2]1[N:3]=[C:4]([C:15](OC)=[O:16])[C:5]([NH:9][CH2:10][C:11](OC)=[O:12])=[N:6][C:7]=1[Cl:8].[BH4-].[K+].[Cl-].[Li+].P([O-])(O)(O)=O.[K+]>O1CCCC1.ClCCl.O>[Cl:1][C:2]1[N:3]=[C:4]([CH2:15][OH:16])[C:5]([NH:9][CH2:10][CH2:11][OH:12])=[N:6][C:7]=1[Cl:8]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

8

Edukt 4

HCID 433294Lithium Chloride2×HCID 516951Monobasic potassium phosphateHCID 4192641Potassium borohydride2×HCID 53926692HCID 53926692, Verbindung

Produkt 1

HCID 20463835HCID 20463835, VerbindungAusbeute 79,1 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962
Water
Lösungsmittel
HCID 6344DichloromethaneLösungsmittel
HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

In 2.5 ml of tetrahydrofuran there was dissolved methyl [(5,6-dichloro-3-(methoxycarbonyl)pyrazinyl)amino]acetate (50 mg), prepared as in Step B above, after which potassium borohydride (22 mg; 0.0012 Mol) and lithium chloride (18 mg) were added. The reaction mixture was stirred overnight at room temperature. An additional 44 mg of potassium borohydride and 36 mg of lithium chloride were then added, and the reaction mixture was stirred at room temperature for 6 hours. Water (1 ml) was added, and the reaction mixture was cooled and stirred for 15 minutes, after which potassium dihydrogen phosphate (653 mg; 0.0048 Mol) was added. The solvent was blown off under nitrogen, and the residue was taken up in dichloromethane and filtered. The precipitate was washed twice with dichloromethane and once with ethyl acetate. The combined filtrates were concentrated under vacuum to give the title compound (32 mg).

Aufarbeitung

  1. additionwere added
  2. stirringthe reaction mixture was stirred at room temperature for 6 hours
  3. temperaturethe reaction mixture was cooled
  4. stirringstirred for 15 minutes
  5. filtrationfiltered
  6. washThe precipitate was washed twice with dichloromethane and once with ethyl acetate
  7. concentrationThe combined filtrates were concentrated under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-3a2efedd27fa4a5ea8d0a21dcc362807
Quelldatensatz
uspto-grants-1984_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04442097

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