Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 639325Erstellt: 26. Oktober 2026

Isopropanol → 6-Isopropoxy-5-piperidin-1-yl-pyrazine-2-carboxylic acid

https://huagongshe.com/reaction/639325

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktIsopropanolHCID 3776—
EduktPotassium HydroxideHCID 14797—
EduktSodium hydrideHCID 24758—
Edukt6-Bromo-5-piperidin-1-yl-pyrazine-2-carboxylic acid methyl esterHCID 86619522—
LösungsmittelFormic AcidHCID 284—
LösungsmittelWaterHCID 962—
LösungsmittelDimethylformamideHCID 6228—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt6-Isopropoxy-5-piperidin-1-yl-pyrazine-2-carboxylic acidHCID 6856945121,3%

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

A mixture of 0.212 g (0.707 mmol) 6-bromo-5-piperidin-1-yl-pyrazine-2-carboxylic acid methyl ester, 0.006 g (0.778 mmol) isopropanol and 0.034 g (0.778 mmol) NaH (55% dispersion in oil) in 1.7 mL dioxane was heated to 60° C. for 16 h. Water and 5N KOH was added and the mixture was heated to 50° C. for 4 h. Formic acid and DMF was added and the mixture was subjected to purification by preparative HPLC on reversed phase eluting with a gradient formed from acetonitrile, water and formic acid. The product fractions were combined and evaporated to yield 0.04 g (21%) of the title compound. m/z (ES+): 266.4 (M+H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07691863B2
Quelldatensatzuspto-grants-2010_04
ORD IDord-3fb8e08a922a48e4bc637cbb983a6acc
Quellennotizuspto-grants-2010_04