Sodium Iodide → HCID 53355168, compound

Participants

Reaction Conditions

Reaction Steps

An aliquot (0.2 mL, 0.1 mmol) of a solution of 2-(butyloxy)-9-(5-chloropentyl)-8-(methyloxy)-9H-purin-6-amine (for example, as prepared for Intermediate 44) in MeCN (prepared by dissolving 410 mg, 1.2 mmol in MeCN (2.4 mL)) was added to 2-(1-piperazinyl)ethanol (commercially available, for example, from Aldrich) (0.1 mmol) in a test tube. DIPEA (50 μl, 3 equivalents) and sodium iodide (5 mg) were added. The reaction mixture was heated to 60° C. for 18 hours in a Radleys greenhouse. The samples were filtered then DMSO (0.3 mL) was added and the solution and purified MDAP on Xbridge column using Acetonitrile Water with an ammonium carbonate modifier. The solvent was evaporated in vacuo using the Genevac to give an intermediate. 2N HCl/MeOH (200 μL) added to each vial, capped and stood at room temperature for 4 hours. The solvent was dried under a stream of nitrogen in the Radleys blowdown apparatus. The residue was redissolved in methanol (0.5 mL) and applied to top of an aminopropyl SPE (0.1 g, 3 mL, preconditioned in methanol (1.5 mL)). The cartridge was washed methanol (2×1.5 mL). The solvent was removed to give the title compound (0.0175 g).

Provenance & Evidence