反応 #159872

反応方程式

Phenyl isothiocyanate

6-hydrazinyl-1-(4-methoxybenzyl)-3-methylpyrimidine-2,4(1H,3H)-dione

→

product

7-(4-Methoxybenzyl)-5-methyl-3-(phenylamino)-1H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione

溶媒

DMF

反応条件

後処理

1. 1
   その他evaporated
2. 2
   その他to remove solvent under reduced pressure
3. 3
   洗浄The residue is washed with hexanes
4. 4
   workup.ADDITIONtreated with MeOH (125 mL)
5. 5
   その他to give a crystalline solid
6. 6
   その他The solid is recrystallized from CH3OH-EtOAc

実験手順

Phenyl isothiocyanate (3.9 mL, 32.7 mmol) is added to a suspension of 6-hydrazinyl-1-(4-methoxybenzyl)-3-methylpyrimidine-2,4(1H,3H)-dione (0.45 g, 1.6 mmol) in DMF (12 mL). The reaction mixture is heated at 120° C. for 40 hours, and then evaporated to remove solvent under reduced pressure. The residue is washed with hexanes, and then treated with MeOH (125 mL), and stored at −15° C. for 2 days to give a crystalline solid. The solid is recrystallized from CH3OH-EtOAc to afford 2.5 g of product (Yield: 61%). 1H NMR (400 MHz, DMSO-d6) δ3.21 (s, 3H), 3.73 (s, 3H), 5.01 (s, 2H), 6.88-7.36 (m, 9H). MS (FAB) m/z 378.3 [M+H]+.

出典