ChemicalBook--->CAS DataBase List--->22387-37-7

22387-37-7

22387-37-7 Structure

22387-37-7 Structure
IdentificationBack Directory
[Name]

1H-Purin-6-amine, 8-methyl- (9CI)
[CAS]

22387-37-7
[Synonyms]

8-methyladenine
8-Methyl-1H-purin-6-amine
8-Methyl-7H-purin-6-aMine
8-methyl-9H-Purin-6-amine
6-Amino-8-methyl-9H-purine
9H-Purin-6-amine, 8-methyl-
1H-Purin-6-amine, 8-methyl- (9CI)
[Molecular Formula]

C6H7N5
[MDL Number]

MFCD19237006
[MOL File]

22387-37-7.mol
[Molecular Weight]

149.15
Chemical PropertiesBack Directory
[Melting point ]

335 °C (decomp)
[Boiling point ]

248.7±50.0 °C(Predicted)
[density ]

1.71±0.1 g/cm3(Predicted)
[storage temp. ]

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

9.86±0.20(Predicted)
[Appearance]

Brown to dark brown Solid
Hazard InformationBack Directory
[Synthesis]

Acetamide

60-35-5

4,5,6-TRIAMINOPYRIMIDINE SULFATE

49721-45-1

1H-Purin-6-amine, 8-methyl- (9CI)

22387-37-7

The general procedure for the synthesis of 8-methyl-7H-purin-6-amine from acetamide and 4,5,6-triamino-pyrimidine sulfate was as follows: step 1: 4,5,6-triamino-pyrimidine sulfate (3.0 g, 13.4 mmol) and acetamide (1.0 g, 16.9 mmol) were added to a 25 mL autoclave and the reaction was heated to 240°C for 6 hours. Upon completion of the reaction, the crude product was boiled in boiling water for 1 h and subsequently filtered through a diatomaceous earth pad. The filtrate was concentrated and purified by high performance liquid chromatography (HPLC) under the following conditions: gradient elution with 0-10% buffer B (buffer A: 0.1% aqueous solution of triethylammonium acetate; buffer B: acetonitrile solution of 0.1% triethylammonium acetate) for 30 min at a flow rate of 10 mL/min. The fraction corresponding to the target product was collected and concentrated in vacuum to afford 225 mg (11% yield ) of 8-methyl-7H-purin-6-amine.

[References]

[1] Journal of Medicinal Chemistry, 1990, vol. 33, # 8, p. 2073 - 2080
[2] Patent: WO2003/93290, 2003, A2. Location in patent: Page/Page column 131-132
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