2-Chloro-N-(1-methylethyl)-5-nitro-4-pyrimidinamine

Isopropylamine(4.5ml) and N, N-diisopropylethylamine(13.2ml) were dissolved into 150ml dichloromethane. The mixture was added dropwise to a solution of 2, 4-dichloro-5-nitropyrimidine(10.0g) in dichloromethane(30ml) at 0°C. After the completion of the dropwise addition, the mixture was kept at the same temperature to react for half an hour. Purification was conducted by a column chromatography to obtain a bright-yellow solid(10.1g) in a yield of 90.4percent. Step 1(1 a) (2a) (3a)Compound (1 a), 2, 4-dichloro-5-nitropyrimidine, (100 g, 0.52 mol) is dissolved in 1 .0 L cyclohexane and potassium carbonate (83 g, 0.60 mol) is added. The resulting suspension is stirred at a temperature between 5 and 15°C and compound (2a), isopropylamine, (44.2 ml, 0.52 mol) is slowly added. After complete addition stirring is continued under warm up of the reaction mixture to room temperature. Water (400 mL) is added (caution: exothermic reaction). The reaction mixture is filtered. Ethyl acetate (400 mL) is added to the filtrate. The organic phase is separated, dried andevaporated.Yield: 90.9 g (81 percent of theory) of compound (3a) as a brown crystalline solid.1H-NMR confirmed the structure of compound (3a).Compound (1a), 2, 4-dichloro-5-nitropyrimidine, (100 g, 0.52 mol) is dissolved in 1.0 L cyclohexane and potassium carbonate (83 g, 0.60 mol) is added. The resulting suspension is stirred at a temperature between 5 and 15° C. and compound (2a), isopropylamine, (44.2 ml, 0.52 mol) is slowly added. After complete addition stirring is continued under warm up of the reaction mixture to room temperature. Water (400 mL) is added (caution: exothermic reaction). The reaction mixture is filtered. Ethyl acetate (400 mL) is added to the filtrate. The organic phase is separated, dried and evaporated.Yield: 90.9 g (81percent of theory) of compound (3a) as a brown crystalline solid.

Molecular Weight:216.62
XLogP3:2.7
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:2
Exact Mass:216.0414032
Monoisotopic Mass:216.0414032
Topological Polar Surface Area:83.6
Heavy Atom Count:14
Complexity:208
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes