Ammonia → 2-Chloro-9-(tetrahydropyran-2-yl)adenine

HRID 562484Notes

Reaction equation

HRID 562484 reaction equation
[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[CH:11]2[CH2:16][CH2:15][CH2:14][CH2:13][O:12]2)=[C:4](Cl)[N:3]=1.[NH3:18]>CO>[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[CH:11]2[CH2:16][CH2:15][CH2:14][CH2:13][O:12]2)=[C:4]([NH2:18])[N:3]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 2702652,6-Dichloro-9-(tetrahydro-2H-pyran-2-yl)-9H-purine

Product 1

HCID 127778192-Chloro-9-(tetrahydropyran-2-yl)adenine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
100 °C

Procedure

2,6-Dichloro-9-(tetrahydro-2H-pyran-2-yl)-9H-purine (55 g) was dissolved in 7N-aqueous ammonia in methanol (500 ml) and heated at 100° C. in a sealed flask for 6 hours. The reaction mixture was cooled to room temperature and left overnight. Filtration afforded the subtitle compound. Yield 40 g.

Workup

  1. temperatureThe reaction mixture was cooled to room temperature
  2. filtrationFiltration

Sources & evidence

ORD record
ord-1780613a7ed945b08fd039a6732c1754
Source dataset
uspto-grants-2011_11
Patent number
US08067411B2

Reaction notes

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