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

HRID 558446Notes

Reaction equation

HRID 558446 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 h. The reaction mixture was cooled to rt and left overnight. Filtration afforded the subtitle compound. Yield 40 g.

Workup

  1. temperatureThe reaction mixture was cooled to rt
  2. filtrationFiltration

Sources & evidence

ORD record
ord-91873078bbb64acca6d67e383fa00af6
Source dataset
uspto-grants-2011_11
Patent number
US08063051B2

Reaction notes

Loading…