Phosphorus oxychloride → HCID 68853645, compound

Participants

Reaction Steps

429 mg of the 1-{9-[(4S,3R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6-(cyclopentylamino)purin-2-yl}pyrazole-4-carboxamide prepared in Example 5A was dissolved in 5 mL of dimethylformamide(DMF). To this solution was added 0.68 mL of triethylamine followed by chilled (0° C.) POCl3 (0.44 mL). The mixture was stirred and allowed to warm to room temperature. Stirring at room temperature continued 4 hours. The solvent was removed and the residue purified using TLC with a 10:1 dichloromethane:methanol solution to yield 1-{9-[(2R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6-(cyclopentylamino)purin-2-yl}pyrazole-4-carbonitrile.

Provenance & Evidence