Chemical Products 4,6-dichloro-2-propylthiopyrimidine-5-amine Description
Light pink to dark brown liquid or semi solid
Chemical Products 4,6-dichloro-2-propylthiopyrimidine-5-amine Basic Attributes
Molecular Formula ：C7H9Cl2N3S
Molecular Mass ：238.13746
Exact Mass ：236.989426
PSA ：77.1 A^2
H-bond Acceptor ：4
H-bond Donor ：1
Chemical Products 4,6-dichloro-2-propylthiopyrimidine-5-amine Characteristics
Bolling Point ：334.1±37.0 °C(Predicted)
Flash Point ：155.8±26.5 °C
Refractive Index ：1.615
HS Code ：29335990
Safety Instructions ：24/25
Chemical Products 4,6-dichloro-2-propylthiopyrimidine-5-amine Product Usage
Intermediate in the preparation of Ticagrelor (T437700) and reversible P2Y12 receptor antagonists.
Chemical Products 4,6-dichloro-2-propylthiopyrimidine-5-amine Production Methods
tert-Butyl methyl ether (370 g) was placed under nitrogen in a 1 L stainless steel autoclave equipped with a temperature-controlled jacket, an Ekato InterMIG.(R). stirrer, an internal temperature sensor and a dip pipe, and 4,6-dichloro-5-nitro-2-propylsulfanyl-pyrimidine (94.5 g, 0.35 mol) was added and dissolved at a stirring rate of 200 minIron powder (15.62 g) was added to a solution of compound(16) in methanol (10 vol) and acetic acid (5.0 vol) at RT. The resulting reaction mixture was stirred for 3-5 hrs at 50°C. The reaction was monitored by TLC. The product was extracted by adding water (5.0vol). The resulting mixture was filtered and the filtrate was distilled off under reduced pressure at 40-50°C to form a residue. The obtained residue was extracted with ethyl acetate (500-600ml). The ethyl acetate extract was washed with aqueous sodium bicarbonate and then concentrated under reduced pressure. The thus obtained residue was crystallized. Isolated yield 90-95percent. NMR (400 MHz, CDC1To a mixture of Fe (167 g, 3 mol) in AcOH (1 L) 4,6-dichloro-5-nitro-2-(propylthio)pyrimidine (CLIN, 100 g, 0.37 mol) was slowly added over 2 h, and reaction mixture was then stirred at room temperature for additional 2 h. To a mixture of Fe (167 g, 3 mol) in AcOH (1 L) 4,6-dichloro-5-nitro-2-(propylthio)pyrimidine (CLIN, 100 g, 0.37 mol) was slowly added over 2 h, and reaction mixture was then stirred at room temperature for additional 2 h. Salts were then filtered off and the filtrate concentrated. EtOAc was added (400 mL), organic layer was washed with water (3 x 200 mL), dried over MgS0In a sealed tube, 5-amino-2-(propylthio)pyrimidine-4,6-diol (IIIA-HCI) of Example 3 (200 mg, 0.84 mmol) and POCI3 (2.5 mL) were mixed and the mixture was heated at reflux temperature for 22.5 h. Excess of POCI3 was evaporated at reduced pressure. Water (5 mL) and EtOAc (5 mL) were added, and the layers were separated. The aqueous layer was extracted with EtOAc (5 mL), and the combined organic layers were dried over MgSO
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