4-AMINO-6-IODOPYRIMIDINE

6-IodoPvrimidin-4-amine, A mixture of 4-amino-6-chloropyrimidine [WO-A-0245652] (1. 00 g, 7.72 mmol), sodium iodide (5.79 g, 38.6 mmol) and 40percent HI (20 ml) were heated at 70°C for 30 min, then allowed to cool to room temperature. The precipitate was removed by filtration, and partitioned between dichloromethane and sat. NaHCO3. The organic layer was separated, and dried over Na2SO4, filtered, and evaporated to give the title compound (1.2 g, 70percent). 1H NMR (400 MHz, DMSO-d6) 6.89 (1 H, s), 7.04 (2 H, br s), 8.04 (1 H, s).6-Chloropyrimidin-4-ylamine (450 mg) was added in portions to HI (57percent wt. aq. , 20 mL) at 0 °C. The reaction mixture was stirred for 30 minutes at 0 °C and then at ambient temperature for 18 hours. The reaction mixture was treated with NaHC03 (sat. aq. ) until pH8 was achieved and then the product extracted with EtOAc (2 x 30 mL). The combined organics were washed with NaOH (2M, aq. ), dried (MgS04), filtered and then concentrated. The crude product was used directly without further purification (500 mg, 65percent); lH NMR (CDCl3) ; 6.90 (s, 1H), 7.03 (s, 2H), 8.05 (s, 1H); MS m/e MHs 221.General procedure: 2-Amino-4-chloropyrimidine (55) (13.0g, 100mmol) was added to a 57wt.percent aqueous solution of hydriodic acid (115ml, 1.00mol) at 0°C and the mixture was stirred at room temperature for 3h. The mixture was cooled to 0°C and the resulting precipitate was removed by filtration and taken up in cold 5N aqueous Na

Molecular Weight:221.00
XLogP3:0.5
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Exact Mass:220.94499
Monoisotopic Mass:220.94499
Topological Polar Surface Area:51.8
Heavy Atom Count:8
Complexity:77.7
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes