2,6-Dichloro-9-(tetrahydro-2H-pyran-2-yl)-9H-purine → 2-Chloro-9-(tetrahydropyran-2-yl)adenine

HRID 905611Notes

Reaction equation

HRID 905611 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

3

Reactant 2

HCID 2702652,6-Dichloro-9-(tetrahydro-2H-pyran-2-yl)-9H-purineHCID 21705897Ammonia methanol

Product 1

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

Conditions

Temperature
100 °C

Procedure

2,6-dichloro-9-(tetrahydro-2H-pyran-2-yl)-9H-purine (55 g) was dissolved in 7N ammonia-methanol solution, and heated in a sealed flask at 100° C. for 6 hours. The reaction mixture was cooled to room temperature, followed by standing overnight and filtration to give the titled compound. Yield: 40 g (80%).

Workup

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

Sources & evidence

ORD record
ord-7f0cdc1320e64cd7b066a181c8cfd140
Source dataset
uspto-grants-2011_09
Patent number
US08012964B2

Reaction notes

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