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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 655842Erstellt: 25. Oktober 2026

1-Hydroxybenzotriazole → 1-Methyl-1H-imidazole-2-carboxylicacid[3-(4-amino-pyrazolo[3,4-d]pyrimidin-1-yl)-phenyl]-amide

https://huagongshe.com/reaction/655842

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1-HydroxybenzotriazoleHCID 75771—
Edukt1-methyl-1H-imidazole-2-carboxylic acidHCID 557678—
Edukt1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
EduktHCID 11996104HCID 11996104—
LösungsmittelMethanolHCID 887—
LösungsmittelDimethylformamideHCID 6228—
Produkt1-Methyl-1H-imidazole-2-carboxylicacid[3-(4-amino-pyrazolo[3,4-d]pyrimidin-1-yl)-phenyl]-amideHCID 577502608,3%

Reaktionsschritte

Title compound 11B, 1-(3-amino-phenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-ylamine (30 mg, 1.1 eq, 0.13 mmol) was added to a solution 1-methyl-1H-imidazole-2-carboxylic acid (15 mg, 1.0 eq, 0.12 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (20 mg, 1.1 eq, 0.13 mmol), 1-hydroxybenzotriazole (16 mg, 1.0 eq, 0.12 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 the solvents were removed in vacuo. The residue was then triturated with methanol and the resultant solid was isolated by filtration to yield the title compound as a yellow solid (3 mg, 0.01 mmol, 8%). LCMS: [M+H]+=335, Rt=1.48 min, 94% purity.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08071607B2
Quelldatensatzuspto-grants-2011_12
ORD IDord-0e7b37e9c9bc4a31a77ed3c579b7a8ac
Quellennotizuspto-grants-2011_12