Reaction #60824

Reaction equation

Diisopropyl azodicarboxylate

8-(1-methyl-4-phenyl-1H-imidazol-5-yl)-9H-purin-6-amine

8-(1-Methyl-4-phenyl-1H-imidazol-5-yl)-9H-purin-6-amine

cyclohexanol

triphenylphosphine

→

title compound

Yield 11.0%

9-Cyclohexyl-8-(1-methyl-4-phenyl-1H-imidazol-5-yl)-9H-purin-6-amine

Yield 11.0%

Solvents

THF

Conditions

Workup

1. 1
   Temperaturewas heated at 40° C. for 48 hours
2. 2
   workup.WAITat 55° C. for 24 hours
3. 3
   OtherThe solvent was then evaporated in vacuo
4. 4
   Otherto give a brown oil
5. 5
   OtherPurification by preparative LCMS

Procedure

Diisopropyl azodicarboxylate (0.1 mL) was added to a solution of 8-(1-methyl-4-phenyl-1H-imidazol-5-yl)-9H-purin-6-amine (Example 3) (75 mg), cyclohexanol (0.07 mL) and triphenylphosphine (0.14 g) in THF (4 mL) under an inert atmosphere. After stirring at ambient temperature for 48 hours the reaction mixture was heated at 40° C. for 48 hours and then at 55° C. for 24 hours. The solvent was then evaporated in vacuo to give a brown oil. Purification by preparative LCMS gave the title compound as a white solid (11 mg, 11%);

Source