Triethylamine → 2-Amino-6-[1-[1-[bis(4-fluorophenyl)methyl]piperazin-4-yl]-2-hydroxy-3-propanyl-thio]purine Hemihydrate

Participants

Reaction Steps

To 2-amino-6-mercaptopurine (10 mmol, 1.67 g) in DMF (25 mL) was added triethylamine (10 mmol, 1.4 mL). After stirring about 5 min, 1-(1-chloro-2-hydroxy-3-propanyl)-4-(4,4'-difluorobenzhydryl)piperazine (10 mmol, 3.81 g) in DMF (20 mL) was added dropwise over 5 min. under nitrogen. After one week, the DMF was removed in vacuo and the resultant crude solid was flash chromatographed over silica gel using 5% MeOH: CH2Cl2 to give the desired product (2.82 g, 55.1%) as a white solid, mp 118°-122° C. (dec.). MS DCI (M+1) 512; (400 MHz) 1H NMR (CDCl3) δ: 7.9 (s, 1H); 7.3 (m, 4H), 6.95 (m, 4H), 4.2 (s, 1H), 4.15 (m, 1H), 3.3 (m, 2H), 2.3-2.6 (m, 10H).

Provenance & Evidence