Dichloromethane → HCID 57816841, compound

Participants

Reaction Conditions

Reaction Steps

9-(3-bromobenzyl)-2-(2-methoxyethoxy)-9H-purin-6-amine (29) (500 mg, 1.32 mmol) was suspended in DMF (5 mL). Diethylphosphite (0.26 mL, 2.0 mmol), triethylamine (0.28 mL, 2.0 mmol) and (1,1′-Bis(diphenylphosphino)ferrocene)dichloropalladium(II), complex with CH2Cl2 (106 mg, 0.13 mmol) was added and the mixture was heated at 130° C. for 5 min in a microwave reactor. Then the reaction mixture was diluted with ethyl acetate (150 mL) and washed with water and brine. The organic solution was dried with sodium sulfate and the solvent was removed under vacuum. The residue was redissolved in ethyl acetate (10 mL) and adsorbed on a short column of silica gel. The product was eluted with dichloromethane/methanol 1:0 to 1:1 giving diethyl 3-((6-amino-2-(2-methoxyethoxy)-9H-purin-9-yl)methyl)phenylphosphonate (30) (400 mg, 70%) as a dark brown oil after evaporation of the solvent. MS: 436 (MH+).

Provenance & Evidence