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HRID 45083Erstellt: 23. Oktober 2026

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

https://huagongshe.com/de/reaction/45083

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt5-HydroxyindoleHCID 16054—
Edukt1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Edukttert-Butyl 4-chloro-8-methyl-5,8-dihydropyrido[3,4-d]pyrimidine-7(6H)-carboxylateHCID 59394669—
LösungsmittelAcetonitrileHCID 6342—
Produkt(+/-)-4-(1H-Indol-5-yloxy)-8-methyl-5,8-dihydro-6H-pyrido[3,4-d]pyrimidine-7-carboxylic acid tert-butyl esterHCID 59394465—

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

To a solution of 4-chloro-8-methyl-5,8-dihydro-6H-pyrido[3,4-d]pyrimidine-7-carboxylic acid tert-butyl ester (228 mg, 0.80 mmol), 5-hydroxyindole (139 mg, 1.05 mmol) and MeCN (5 mL) is added DBU (0.15 mL, 1.05 mmol). The resulting misture is heated at 80° C. for 4 h. The reaction is then concentrated in vacuo and the residue separated via FCC (5-60% EtOAc/heptane). MS (ESI) m/z 381.1 (M+H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08541432B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-d00b4fc61fe247708747fde4069fb94b
Quellennotizuspto-grants-2013_09