Methanol → 2-{[1-methyl-2-(methoxy)ethyl]oxy}-8-(methoxy)-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amine
Reaction equation
[Na].Br[C:3]1[N:4]([CH:19]2[CH2:24][CH2:23][CH2:22][CH2:21][O:20]2)[C:5]2[C:10]([N:11]=1)=[C:9]([NH2:12])[N:8]=[C:7]([O:13][CH:14]([CH3:18])[CH2:15][O:16][CH3:17])[N:6]=2.[CH3:25][OH:26]>>[CH3:18][CH:14]([O:13][C:7]1[N:6]=[C:5]2[C:10]([N:11]=[C:3]([O:26][CH3:25])[N:4]2[CH:19]2[CH2:24][CH2:23][CH2:22][CH2:21][O:20]2)=[C:9]([NH2:12])[N:8]=1)[CH2:15][O:16][CH3:17]Participants
4
Procedure
Sodium (1.16 g, 50.5 mmol) was dissolved in methanol (40 ml) and 8-bromo-2-{[1-methyl-2-(methoxy)ethyl]oxy}-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amine (6.5 g, 16.8 mmol) added with stirring. The mixture was heated to reflux for 2 h. The solvent was removed by evaporation. The residue was purified on a silica column using DCM: MeOH 150:1 as eluent. This gave product (4.7 g, 82.9%).
Workup
- temperatureThe mixture was heated
- temperatureto reflux for 2 h
- customThe solvent was removed by evaporation
- customThe residue was purified on a silica column
Sources & evidence
- ORD record
- ord-a07e6384a9f64436a36c1da58696db0d
- Source dataset
- uspto-grants-2011_07
- Patent number
- US07977344B2
Reaction notes
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