Isobutanol → 2-[(2-Methylpropyl)oxy]-9-(tetrahydro-2H-pyran-4-ylmethyl)-9H-Purin-6-amine
Reaction equation
Cl[C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[CH2:11][CH:12]2[CH2:17][CH2:16][O:15][CH2:14][CH2:13]2)=[C:4]([NH2:18])[N:3]=1.CC(C)([O-])C.[Na+].[CH3:25][CH:26]([CH3:29])[CH2:27][OH:28]>>[CH3:25][CH:26]([CH3:29])[CH2:27][O:28][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[CH2:11][CH:12]2[CH2:17][CH2:16][O:15][CH2:14][CH2:13]2)=[C:4]([NH2:18])[N:3]=1Participants
4
Conditions
- Temperature
- 105 °C
Procedure
2-Chloro-9-(tetrahydro-2H-pyran-4-ylmethyl)-9H-purin-6-amine (0.20 g) was added to a suspension of 2-methyl-1-propanol (2 mL) and sodium tert-butoxide (0.288 g). The mixture was heated in a microwave for 30 minutes at 105° C. The reaction mixture was washed with water after diluting with ethyl acetate (50 mL). The organic was separated and dried by passing through a hydrophobic frit before volatiles were stripped off under reduced pressure to give a pinkish solid. This material was triturated with diethyl ether and filtered to give the title compound as a pinkish solid (91.1 mg).