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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 657387Erstellt: 25. Oktober 2026

Monomethyl glutarate → Methyl 5-({[1,6-diethyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[3,4-b]pyridin-5-yl]methyl}amino)-5-oxopentanoate

https://huagongshe.com/reaction/657387

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMonomethyl glutarateHCID 73917—
EduktMethanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 2733084—
Edukt5-(Aminomethyl)-1,6-diethyl-N-(tetrahydro-2H-pyran-4-yl)-1H-pyrazolo[3,4-b]pyridin-4-amineHCID 59683214—
LösungsmittelDichloromethaneHCID 6344—
ProduktMethyl 5-({[1,6-diethyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[3,4-b]pyridin-5-yl]methyl}amino)-5-oxopentanoateHCID 57819898104,3%

Reaktionsschritte

To 5-(aminomethyl)-1,6-diethyl-N-(tetrahydro-2H-pyran-4-yl)-1H-pyrazolo[3,4-b]pyridin-4-amine (0.34 g, 1 mmol) in DCM (5.00 mL) was added 5-(methyloxy)-5-oxopentanoic acid (146.14 g, 1 mmol), HBTU (417.16 g, 1.1 mmol), and TEA (202.38 g, 2 mmol). This was stirred at room temperature for 17 h. The reaction was quenched with H2O (1 mL). The organic layer was loaded onto a Redisep silica gel cartridge (12 g) and purified by CombiFlash Chromatograph to afford the title compound (0.4499 g, 104.26%). LC-MS m/z 432 (M+H)+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08071588B2
Quelldatensatzuspto-grants-2011_12
ORD IDord-9a2bd8aef23f4dcebab435ec26c7b691
Quellennotizuspto-grants-2011_12