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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1611040Erstellt: 25. Oktober 2026

Water → 6-(3-Imino-1,3-dihydro-benzo[c]furan-1-yl)-3-methyl-1-(2-methylpropyl)thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione

https://huagongshe.com/reaction/1611040

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
Edukt2-CyanobenzaldehydeHCID 101209—
EduktLithium diisopropylamideHCID 2724682—
Edukt3-Methyl-1-(2-methylpropyl)thieno[2,3-d]pyrimidine-2,4(1H,3H)-dioneHCID 5282527—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt6-(3-Imino-1,3-dihydro-benzo[c]furan-1-yl)-3-methyl-1-(2-methylpropyl)thieno[2,3-d]pyrimidine-2,4(1H,3H)-dioneHCID 22258043—

Reaktionsschritte

To a solution of 3-methyl-1-(2-methylpropyl)thieno[2,3-d]pyrimidin-2,4(1H,3H)-dione (500 mg) in tetrahydrofuran (10 ml) at −78° C. was added lithium diisopropylamide (1M, 3.1 ml). After 5 minutes a solution of o-cyanobenzaldehyde in tetrahydrofuran (2 ml) was added and the reaction was allowed to stir for 2 h. Water (10 ml) was the added and the mixture was allowed to warm to room temperature. The mixture was extracted with ethyl acetate. The organic layer was separated and dried over magnesium sulfate, then concentrated in vacuo and purified by normal phase HPLC to yield the title compound (15 mg).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06984644B2
Quelldatensatzuspto-grants-2006_01
ORD IDord-aff7b997f2664c789928d1ee50102143
Quellennotizuspto-grants-2006_01