2-Amino-5-pyrimidinecarboxylic acid

Methyl 2-aminopyrimidine-5-carboxylate (300 mg, 2.0 mmol) was diluted in methanol (5 ml_) containing a few drops of water. Lithium hydroxide (122 mg, 5.1 mmol) was added, and the reaction mixture was stirred at 60 Methyl 2-aminopyrimidine-5-carboxylate (300 mg, 2.0 mmol) was diluted in methanol (5 mL) containing a few drops of water. Lithium hydroxide (122 mg, 5.1 mmol) was added, and the reaction mixture was stirred at 60 °C overnight. The mixture was concentrated under reduced pressure, then diluted in water and adjusted to pH 4 with 1 M HCI. 2-Aminopyrimidine-5- carboxylic acid precipitated as a white solid, which was isolated by vacuum filtration (244 mg, 90percent): Methyl 2-aminopyrimidine-5-carboxylate (300 mg, 2.0 mmol) was diluted in methanol (5 mL) containing a few drops of water. Lithium hydroxide (122 mg, 5.1 mmol) was added, and the reaction mixture was stirred at 60 °C overnight. The mixture was concentrated under reduced pressure, then diluted in water and adjusted to pH 4 with 1 M HCI. 2-Aminopyrimidine-5- carboxylic acid precipitated as a white solid, which was isolated by vacuum filtration (244 mg, 90percent): Step A10 : Preparation of 2-aminopyrimidine-5-carboxylic acid (9b) 1 kg of methyl 3, 3-dimethoxypropanoate was dissolved in 7 L of 1 , 4-dioxane. 1 .58 kg of sodium methoxide solution (30 wpercent in methanol) were added. The mixture was heated to reflux, and ap. 4.9 kg of distillate were removed. The resulting suspension was cooled to r.t., and 0.5 kg of methyl formate was added. The reaction mixture was stirred overnight, then 0.71 kg of guanidine hydrochloride was added, and the reaction mixture was stirred at r.t. for 2 h. The reaction mixture was then heated to reflux, and stirred for 2 h. 13.5 L of water were added, followed by 0.72 kg of aqueous sodium hydroxide solution (45 wpercent). The reaction mixture was heated at reflux for additional 0.5 h, and then cooled to 50°C. 0.92 kg of aqueous hydrochloric acid (25 wpercent) were added until pH 6 was reached. Seeding crystals were added, and additional 0.84 kg of aqueous hydrochloric acid (25 wpercent) were added at 50°C until pH 2 was reached. The mixture was cooled to 20°C and stirred overnight. The suspension was filtered, the collected solids washed twice with water, then twice with methanol, yielding 0.61 kg (65percent).1 kg of methyl 3, 3-dimethoxypropanoate was dissolved in 7 L of 1 , 4-dioxane. 1 .58 kg of sodium methoxide solution (30 wpercent in methanol) were added. The mixture was heated to reflux, and ap. 4.9 kg of distillate were removed. The resulting suspension was cooled to r.t., and 0.5 kg of methyl formate was added. The reaction mixture was stirred overnight, then 0.71 kg of guanidine hydrochloride was added, and the reaction mixture was stirred at r.t. for 2 h. The reaction mixture was then heated to reflux, and stirred for 2 h. 13.5 L of water were added, followed by 0.72 kg of aqueous sodium hydroxide solution (45 wpercent). The reaction mixture was heated at reflux for additional 0.5 h, and then cooled to 50°C. 0.92 kg of aqueous hydrochloric acid (25 wpercent) were added until pH 6 was reached. Seeding crystals were added, and additional 0.84 kg of aqueous hydrochloric acid (25 wpercent) were added at 50 until pH 2 was reached. The mixture was cooled to 20 and stirred overnight. The suspension was filtered, the collected solids washed twice with water, then twice with methanol, yielding 0.61 kg (65percent).3-amino-6-(benzyloxy)-5-methoxy-2-methylisoquinolin-1-(2H)-one(Compound 5a'-1) and The title compound was prepared following the same procedure used for the synthesis of 12i, using The title compound was prepared following the same procedure used for the synthesis of 12i, using The product of (0.22 mmol) was dissolved in DMF (5 mL)Add Add in the reaction flask2-Amino-7- (3-morpholin-4-ylpropoxy) -8- methoxyquinazolin- 4 (3H) -one (III)(3.34 g, 10 mmol),

Molecular Weight:139.11
XLogP3:-0.6
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:1
Exact Mass:139.038176411
Monoisotopic Mass:139.038176411
Topological Polar Surface Area:89.1
Heavy Atom Count:10
Complexity:131
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes