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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 241920Erstellt: 23. Oktober 2026

Adenine → 2-(6-Aminopurin-9-ylmethyl)-6-chloro-3-(2-chlorophenyl)-3H-quinazolin-4-one

https://huagongshe.com/de/reaction/241920

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAdenineHCID 190—
EduktPotassium CarbonateHCID 11430—
Edukt6-Chloro-2-chloromethyl-3-(2-chlorophenyl)-3H-quinazolin-4-oneHCID 22316565—
LösungsmittelDimethylformamideHCID 6228—
Produkt2-(6-Aminopurin-9-ylmethyl)-6-chloro-3-(2-chlorophenyl)-3H-quinazolin-4-oneHCID 1018159939%

Reaktionsschritte

Prepared according to Procedure C using Intermediate 2d (100 mg, 0.294 mmol), adenine (44 mg, 0.323 mmol), K2CO3 (45 mg, 0.323 mmol), and DMF (1 mL). The crude product was recrystallized from EtOH to provide 50 mg of a yellow solid (39%), mp 294.5-294.8° C. (decomposes). 1H NMR (DMSO-d6) δ: 8.10 (d, J=2.2 Hz, 1H); 8.05 (s, 1H); 8.03 (s, 1H); 7.86 (dd, J=2.4, 8.8 Hz, 1H); 7.75-7.82 (m, 2H); 7.59-7.67 (m, 2H); 7.53 (d, J=8.7 Hz, 1H); 7.22 (br s, 2H); 5.13 (d, J=17 Hz, 1H); 4.95 (d, J=17 Hz, 1H). 13C NMR (DMSO-d6) ppm: 159.7, 156.2, 152.9, 151.9, 150.1, 145.5, 141.8, 135.7, 133.1, 132.3, 132.2, 131.9, 131.1, 130.9, 130.0, 129.4, 125.9, 122.0, 118.4, 44.9. MS (ES): m/z 438.0 (M+). Anal. calcd. for C20H13Cl2N7O: C, 54.81; H, 2.99; N, 22.37. Found: C, 54.72; H, 2.87; N, 22.18.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08653077B2
Quelldatensatzuspto-grants-2014_02
ORD IDord-9c0b3e0db9794f86be9d023ebc14ab4d
Quellennotizuspto-grants-2014_02