4H-Pyrrolo[2,3-d]pyrimidin-4-one, 2-amino-3,7-dihydro-5-(1-methylethyl)- synthesis

Yield:213623-58-6 40%

Reaction Conditions:

with sodium acetate in water;acetonitrile at 25;

Steps:

43.2

Step2. 2-Amino-5-isopropyl-3,7-dihydro-pyrrolo [2, 3-D] PYRIMIDIN-4-ONE A suspension OF 4-DIAMINO-6-HYDROXYPYRIMIDINE (6.68 g, 50 mmol), AcONa (8.3 g 100 mmol) and 3-bromo-4-methyl-pentanal (8. 76 g, 50 mmol) in CH3CN (100 mL) and H20 (100 mL) was stirred at 25 °C overnight whereupon the starting materials gradually dissolved and the desired pyrrolo [2,3-d] pyrimidine precipitated. The precipitate was collected by filtration and washed with MeOH to give 2-amino-5- isopropyl-3,7-dihydro-pyrrolo [2,3-d] pyrimidin-4-one (3. 80 g, 40%). HPLC Rt: 4.408 MIN. 1H-NMR (DMSO-d6): 8 10.58 (s, 1H), 10.10 (s, 1H), 6.30 (s, 1H), 5.97 (s, 2H), 3.03 (7,1H), 1.20 (s, 3H), 1.19 (s, 3H).

References:

WO2005/28434,2005,A2 Location in patent:Page/Page column 266