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HRID 453162Erstellt: 24. Oktober 2026

5-Hydroxyindole → tert-butyl 4-(1H-indol-5-yloxy)-5-methyl-5H-pyrrolo[3,4-d]pyrimidine-6(7H)-carboxylate

https://huagongshe.com/de/reaction/453162

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt5-HydroxyindoleHCID 16054—
Edukt1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
EduktPyBOPHCID 2724699—
Edukt5-Methyl-4-oxo-3,4,5,7-tetrahydro-pyrrolo[3,4-d]pyrimidine-6-carboxylic acid tert-butyl esterHCID 136158783—
LösungsmittelAcetonitrileHCID 6342—
Produkttert-butyl 4-(1H-indol-5-yloxy)-5-methyl-5H-pyrrolo[3,4-d]pyrimidine-6(7H)-carboxylateHCID 59394355—

Reaktionsschritte

To a solution of 5-methyl-4-oxo-3,4,5,7-tetrahydro-pyrrolo[3,4-d]pyrimidine-6-carboxylic acid tert-butyl ester (1 g, 3.98 mmol) in acetonitrile (40 ml), PyBOP (2.69 g, 5.17 mmol) is added, followed by DBU (1.200 ml, 7.96 mmol). After 20 min, 5-hydroxyindole (1.060 g, 7.96 mmol) is added. The reaction is left stirring at rt overnight. The reaction mixture is then evaporated, the crude product is added to a silica gel column and is eluted with heptane/ethyl acetate (100:0 to 60:40) to give the title compound. MS (ESI) m/z 367.05 (M+1).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08492393B2
Quelldatensatzuspto-grants-2013_07
ORD IDord-03e281e03edc4381858b84b3997407d0
Quellennotizuspto-grants-2013_07