ChemicalBook--->CAS DataBase List--->2273-93-0

2273-93-0

2273-93-0 Structure

2273-93-0 Structure
IdentificationMore
[Name]

2,6-Dichloro-7-methylpurine
[CAS]

2273-93-0
[Synonyms]

2,6-DICHLORO-7-METHYL-7H-PURINE
2,6-DICHLORO-7-METHYLPURINE
2,6-dichloro-7-methyl-purin
2,6-DICHLORO-7-METHYLPURINE 97% (HPLC)
[Molecular Formula]

C6H4Cl2N4
[MDL Number]

MFCD00039690
[Molecular Weight]

203.03
[MOL File]

2273-93-0.mol
Chemical PropertiesBack Directory
[Melting point ]

195.5-196 °C
[Boiling point ]

307.2±52.0 °C(Predicted)
[density ]

1.76±0.1 g/cm3(Predicted)
[storage temp. ]

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

-2.04±0.30(Predicted)
[Appearance]

White to off-white Solid
[CAS DataBase Reference]

2273-93-0(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H332-H335
[Precautionary statements ]

P280-P305+P351+P338-P310
[Hazard Codes ]

Xi
[Risk Statements ]

22
[HazardClass ]

IRRITANT
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Methanol-->Dichloromethane-->Potassium carbonate-->Acetonitrile-->Iodomethane-->Tetrabutylammonium fluoride-->2,6-Dichloropurine-->7-METHYLXANTHINE-->Theobromine
[Preparation Products]

2,6-DICHLORO-9-METHYL-9H-PURINE-->2-chloro-7-methyl-7H-Purine
Hazard InformationBack Directory
[Uses]

2,6-DICHLORO-7-METHYLPURINE is used in the preparation and discover of novel mTOR INHIBITORS.
[Synthesis]

2,6-Dichloropurine

5451-40-1

Iodomethane

74-88-4

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

2382-10-7

2,6-Dichloro-7-methylpurine

2273-93-0

A reaction was carried out in acetonitrile (200 mL) in the presence of potassium carbonate (1.2 eq., 4.39 g) with 2,6-dichloropurine (5.0 g, 1.0 eq.) and iodomethane (1.1 eq., 1.81 mL). The reaction mixture was stirred at 20 °C for 70 hours. After completion of the reaction, the solvent was removed by rotary evaporator. The crude product was separated by column chromatography (eluent: dichloromethane/methanol, 90/10, v/v) to afford 2,6-dichloro-9-methyl-9H-purine (3.55 g, 66% yield) and 2,6-dichloro-7-methylpurine (1.61 g, 30% yield).

[References]

[1] Patent: WO2005/28479, 2005, A2. Location in patent: Page/Page column 58
[2] Patent: US2011/86841, 2011, A1. Location in patent: Page/Page column 25
[3] Patent: WO2016/115434, 2016, A1. Location in patent: Page/Page column 222; 223
[4] Patent: WO2010/34707, 2010, A1. Location in patent: Page/Page column 15
[5] Patent: US2011/251217, 2011, A1. Location in patent: Page/Page column 6-7
Spectrum DetailBack Directory
[Spectrum Detail]

2,6-Dichloro-7-methylpurine(2273-93-0)1HNMR
2,6-Dichloro-7-methylpurine(2273-93-0)1HNMR
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