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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 241922Erstellt: 26. Oktober 2026

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

https://huagongshe.com/reaction/241922

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 C2H16ClN7O.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
PatentnummerUS08653077B2
Quelldatensatzuspto-grants-2014_02
ORD IDord-7f915e2b0eff484c85415975aeb4daa6
Quellennotizuspto-grants-2014_02