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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1365806Erstellt: 25. Oktober 2026

Dimethylformamide → 5-Chloro-7-morpholinothiazolo[5,4-d]pyrimidine-2-carbaldehyde

https://huagongshe.com/reaction/1365806

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
EduktDichloromethaneHCID 6344—
EduktLithium diisopropylamideHCID 2724682—
Edukt4-(5-Chlorothiazolo[5,4-d]pyrimidin-7-yl)morpholineHCID 57685385—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelTetrahydrofuran heptane ethylbenzolHCID 22742125—
Produkt5-Chloro-7-morpholinothiazolo[5,4-d]pyrimidine-2-carbaldehydeHCID 57685405—

Reaktionsbedingungen

Temperatur-78 °C

Reaktionsschritte

5-Chloro-7-morpholinothiazolo[5,4-d]pyrimidine was slurried in tetrahydrofuran and cooled to −78° C. under nitrogen. Two equivalents of 2M lithium diisopropylamide in heptane/tetrahydrofuran/ethylbenzene was added slowly and the solution was stirred for 30 minutes. dimethylformamide (6 eq) was added and the solution was stirred at −78° C. for an additional one hour. The solution was warmed to 0° C. and ice cold 0.1N hydrochloric acid was added and the solution was warmed to room temperature before extraction with methylene chloride. The organic layer was dried with sodium sulfate and concentrated to give 5-chloro-7-morpholinothiazolo[5,4-d]pyrimidine-2-carbaldehyde.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07893059B2
Quelldatensatzuspto-grants-2011_02
ORD IDord-ada90689861e4a13a80e6bb74acd5f57
Quellennotizuspto-grants-2011_02