Diisopropylethylamine → HCID 178495710, compound

Participants

Reaction Steps

N-(trans-4-Aminocyclohexyl)methanesulfonamide (183 mg, 0.8 mmol) (preparation 33) was added to a stirred solution of {9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(methoxymethyl)tetrahydro-2-furanyl]-6-[(2,2-diphenylethyl)amino]-9H-purin-2-yl}methyl methanesulfonate (230 mg, 0.4 mmol) (preparation 25) and N-ethyl-N-isopropyl-2-propanamine (210 mg, 1.6 mmol) in ethanol (3 ml) and dichloromethane (12 ml). The reaction mixture was stirred for 48 hr at room temperature. The solvent was then removed under reduced pressure and the residue partitioned between ethyl acetate and water. The ethyl acetate layer was separated, washed with brine and dried with anhydrous magnesium sulfate. The solvent was removed under reduced pressure to give a residue which was purified by column chromatography on silica gel eluting with a solvent gradient of dichloromethane:methanol:ammonia (98:2:0.3) increasing in polarity to (90:10:1) to give the title compound (50 mg) as a foam. MS: 667 (MH+).

Provenance & Evidence