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HRID 453155Erstellt: 23. Oktober 2026

5-Hydroxyindole → 4-(1H-indol-5-yloxy)-6-methyl-5,8-dihydro-6H-pyrido[3,4-d]pyrimidine-7-carboxylic acid tert-butyl ester

https://huagongshe.com/de/reaction/453155

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt5-HydroxyindoleHCID 16054—
Edukt1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
EduktTert-butyl 4-chloro-6-methyl-5,8-dihydropyrido[3,4-D]pyrimidine-7(6H)-carboxylateHCID 59394353—
LösungsmittelAcetonitrileHCID 6342—
Produkt4-(1H-indol-5-yloxy)-6-methyl-5,8-dihydro-6H-pyrido[3,4-d]pyrimidine-7-carboxylic acid tert-butyl esterHCID 59394118—

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

A solution of (±)-4-chloro-6-methyl-5,8-dihydro-6H-pyrido[3,4-d]pyrimidine-7-carboxylic acid tert-butyl ester (220 mg, 0.77 mmol), 5-hydroxy indole (155 mg, 1.16 mmol) and MeCN (10 mL) is treated with DBU (0.2 mL, 1.16 mmol) and heated at 80° C. for 4 h. The volume is reduced in vacuo and the residue is separated via FCC (5-90% EtOAc/heptane) to give the title compound. MS (ESI) m/z 381.3 (M+H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08492393B2
Quelldatensatzuspto-grants-2013_07
ORD IDord-a3822971fdc44862966112ee4aee63f6
Quellennotizuspto-grants-2013_07