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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 392265Erstellt: 24. Oktober 2026

Adenine → 2-(6-Aminopurin-9-ylmethyl)-3-(2-chlorophenyl)-5-methyl-3h-quinazolin-4-one

https://huagongshe.com/de/reaction/392265

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAdenineHCID 190—
EduktPotassium CarbonateHCID 11430—
Edukt2-Chloromethyl-3-(2-chlorophenyl)-5-methyl-3H-quinazolin-4-oneHCID 22316547—
LösungsmittelDimethylformamideHCID 6228—
Produkt2-(6-Aminopurin-9-ylmethyl)-3-(2-chlorophenyl)-5-methyl-3h-quinazolin-4-oneHCID 1029547328,4%

Reaktionsschritte

Prepared according to Procedure C using Intermediate 2g (250 mg, 0.783 mmol), adenine (116 mg, 0.862 mmol), K2CO3 (119 mg, 0.862 mmol), and DMF (4 mL). The crude product was recrystallized from EtOH to provide 93 mg of a pale yellow solid (28%), mp 190.7-190.9° C. 1H NMR (DMSO-d6) δ: 8.05 (s, 1H); 8.03 (s, 1H); 7.76-7.79 (m, 1H); 7.71-7.74 (m, 1H); 7.59-7.67 (m, 1H); 7.34 (d, J=7.4 Hz, 1H); 7.28 (d, J=8.2 Hz, 1H); 7.24 (br s, 2H); 5.07 (d, J=17 Hz, 1H); 4.92 (d, J=17 Hz, 1H); 2.73 (s, 3H). 13C NMR (DMSO-d6) ppm: 161.1, 156.2, 152.8, 150.9, 150.1, 148.3, 141.9, 141.0, 134.6, 133.6, 132.2, 131.9, 131.3, 130.8, 130.3, 129.3, 125.9, 119.1, 118.4, 44.8, 22.8. MS (ES): m/z 418.1 (M+). Anal. calcd. for C21H16ClN7O.H2O: C, 57.87; H, 4.16; Cl, 8.13; N, 22.49. Found: C, 57.78; H, 3.99; Cl, 8.38; N, 22.32.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06800620B2
Quelldatensatzuspto-grants-2004_10
ORD IDord-84bd2598d7544ed080b369220ed87e3e
Quellennotizuspto-grants-2004_10