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7013-21-0

7013-21-0 Structure

7013-21-0 Structure
IdentificationBack Directory
[Name]

2-Chloro-9-methyl-9H-purin-6-amine
[CAS]

7013-21-0
[Synonyms]

2-Chloro-9-methyladenine
6-Amino-2-chloro-9-methylpurine
2-Chloro-6-amino-9-methylpurine
2-Chloro-9-methyl-9H-purin-6-amine
9H-Purin-6-amine, 2-chloro-9-methyl-
[Molecular Formula]

C6H6ClN5
[MDL Number]

MFCD18433373
[MOL File]

7013-21-0.mol
[Molecular Weight]

183.6
Chemical PropertiesBack Directory
[Boiling point ]

360.9±52.0 °C(Predicted)
[density ]

1.79±0.1 g/cm3(Predicted)
[storage temp. ]

under inert gas (nitrogen or Argon) at 2–8 °C
[pka]

1.98±0.10(Predicted)
Hazard InformationBack Directory
[Synthesis]

2,6-DICHLORO-9-METHYL-9H-PURINE

2382-10-7

2-Chloro-9-methyl-9H-purin-6-amine

7013-21-0

2,6-Dichloro-9-methyl-9H-purine (26) (1.01 g, 4.97 mmol) was used as a raw material and mixed with 32% ammonium hydroxide solution (20.4 mL, 164 mmol) in acetonitrile (20 mL). The reaction mixture was stirred at 55 °C for 5.5 hours. Subsequently, 32% ammonium hydroxide solution (20.4 mL, 164 mmol) was added to the reaction system and stirring was continued at 55°C for 19.5 hours. After completion of the reaction, the mixture was evaporated to dryness. The crude product obtained was suspended in methanol and filtered to afford the target compound 2-chloro-9-methyl-9H-purin-6-amine (27) as a white solid (746 mg, 82% yield) with a melting point >300 °C. The structure of the product was confirmed by 1H NMR (400 MHz, CDCl3) δ 8.10 (s, 1H), 7.72 (s, 2H), 3.69 (s, 3H); 13C NMR (101 MHz, CDCl3) δ 156.6 (C), 152.8 (C), 150.8 (C), 141.9 (CH), 117.6 (C), 29.5 ( CH3) confirmed. The mass spectrum (ESI, 20 V) showed a m/z of 184.1 (MH+, 100).

[References]

[1] Bioorganic and Medicinal Chemistry Letters, 2013, vol. 23, # 11, p. 3427 - 3433
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