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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 655851Erstellt: 26. Oktober 2026

1-Hydroxybenzotriazole → N-[4-(4-Amino-pyrazolo[3,4-d]pyrimidin-1-yl)-phenyl]-3-methoxy-propionamide

https://huagongshe.com/reaction/655851

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1-HydroxybenzotriazoleHCID 75771—
Edukt3-Methoxypropionic acidHCID 134442—
Edukt1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Edukt1-(4-Amino-phenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-ylamineHCID 11995960—
LösungsmittelMethanolHCID 887—
LösungsmittelDimethylformamideHCID 6228—
ProduktN-[4-(4-Amino-pyrazolo[3,4-d]pyrimidin-1-yl)-phenyl]-3-methoxy-propionamideHCID 1199639720%

Reaktionsschritte

Title compound 11A, 1-(4-amino-phenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-ylamine (37 mg, 1.1 eq, 0.16 mmol) was added to a solution of 3-methoxypropionic acid (15.5 mg, 1.0 eq, 0.15 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (25 mg, 1.0 eq, 0.16 mmol), 1-hydroxybenzotriazole (20 mg, 1.0 eq, 0.15 mmol) in DMF (1 ml) which had been stirred for 10 minutes under an inert atmosphere. The reaction was stirred at room temperature for 18 hours, after which methanol (1 ml) was added, and solvent was removed in vacuo. The resultant solid was washed with water and purified by semi-preparative HPLC to yield the title compound as a white solid (9.3 mg, 0.03 mmol, 20%). LCMS: [M+H]+=313, Rt=1.31 min, 100% purity.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08071607B2
Quelldatensatzuspto-grants-2011_12
ORD IDord-4ddad08c9e9b4e55a98e2ac84e8df074
Quellennotizuspto-grants-2011_12