Potassium Hydroxide → 6-(2-Methoxy-ethoxy)-5-pyrrolidin-1-yl-pyrazine-2-carboxylic acid

HRID 639321

Reaktionsgleichung

Reaktionsgleichung von HRID 639321
[CH2:1]([O:4][C:5]1[N:10]=[C:9]([C:11]([OH:13])=[O:12])[CH:8]=[N:7][C:6]=1[N:14]1[CH2:18][CH2:17][CH2:16][CH2:15]1)[CH2:2]C.[CH3:19][O:20]C(C1C=NC(Cl)=C(Br)N=1)=O.N1CCCC1.[OH-].[K+]>COCCO>[CH3:19][O:20][CH2:2][CH2:1][O:4][C:5]1[N:10]=[C:9]([C:11]([OH:13])=[O:12])[CH:8]=[N:7][C:6]=1[N:14]1[CH2:18][CH2:17][CH2:16][CH2:15]1

Komponenten

6

Edukt 4

HCID 14797Potassium HydroxideHCID 31268PyrrolidineHCID 59254839Methyl 6-bromo-5-chloro-2-pyrazinecarboxylateHCID 685674456-Propoxy-5-pyrrolidin-1-yl-pyrazine-2-carboxylic acid

Produkt 1

HCID 685652096-(2-Methoxy-ethoxy)-5-pyrrolidin-1-yl-pyrazine-2-carboxylic acidAusbeute 17 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 80192-MethoxyethanolLösungsmittel

Versuchsvorschrift

In analogy to the procedure described for the synthesis of 6-propoxy-5-pyrrolidin-1-yl-pyrazine-2-carboxylic acid (example 10, step c), the title compound was synthesized from 6-bromo-5-chloro-pyrazine-2-carboxylic acid methyl ester, 2-methoxy-ethanol (commercially available), pyrrolidine (commercially available) and subsequent saponification with KOH in 17% yield. m/z (ES+): 268.0 (M+H).

Quellen und Nachweise

ORD-Eintrag
ord-852fc84383f341a4a317ffb1ec1f8e6d
Quelldatensatz
uspto-grants-2010_04
Patentnummer
US07691863B2

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