4,6-Dichloro-2-(Propylthio)Pyrimidine-5-Amine For Ticagrelor CAS 145783-15-9

Basic Info

Model No.: 145783-15-9

Additional Info

Packaging: AS REQUIRED

Productivity: KGS

Brand: VOLSENCHEM

Transportation: Air

Place of Origin: CHINA

Supply Ability: TRUE MANUFACTURER

Certificate: ISO

Product Description

     The ticagrelor intermediate 4,6-Dichloro-2-(propylthio)pyrimidine-5-amine CAS number 145783-15-9, his synthesis process is below:

1. Add 4,6-dihydroxy-2-mercaptopyrimidine to water, and add 10% NaOH and bromopropane in methanol at a temperature of 20-30℃, then raise the temperature to 30-40℃, and adjust the temperature for 11-13 h. After cooling to room temperature, the pH was adjusted to 2-3, stirred, filtered and dried to give 4,6-dihydroxy-2-propylthiopyrimidine.

2. Add glacial acetic acid and fuming nitric acid to the container, cool to low temperature, and then add 4,6-dihydroxy-2-propylthiopyrimidine in batches. The temperature is controlled at -5~10 °C; plus, 0~5 °C After reacting for 3-5 h, after the reaction is completed, it is slowly poured into ice water, stirred and crystallized, filtered, and dried to obtain 4,6-dihydroxy-5-nitro-2-propylthiopyrimidine.

3. Add 4,6-dihydroxy-5-nitro-2-propylthiopyrimidine, POCl3, and triethylamine to the vessel at a controlled temperature of 30-40 ° C; after the addition, the temperature is raised to 110-125 ° C. The reaction is carried out for 4-6h; it is cooled to room temperature, poured into ice water and quenched, stirred with petroleum ether and filtered; the filter cake is rinsed once with petroleum ether, then separated, and the aqueous layer is extracted with petroleum ether, and then the organic layer is combined. Washed with saturated NaHCO3 solution, saturated brine and water, dried over anhydrous magnesium sulfate, filtered, filtered, washed with petroleum ether, and then dried to give 4,6-dichloro-5-nitro-2-propylthio Pyrimidine.

4. Add methanol, 4,6-dichloro-5-nitro-2-propylthiopyrimidine to glacial acetic acid at a temperature of 25-35 ° C, add the reduced iron powder in batches, and heat up to 60-70 after the addition. °C, reaction 1-2h, filtration, filter cake with the remaining methanol rinse, distillation, spin dry; add dichloromethane and water, stir for 15-20min, filter, the filtrate layered, the aqueous layer was extracted with dichloromethane, combined The methylene chloride layer was rinsed with saturated NaHCO3 solution, and the organic layer was dried under reduced pressure at 40-50 ° C. hexane was added and stirred at -10 to -20 ° C to obtain 4,6-Dichloro-2-(propylthio)pyrimidine-5-amine CAS 145783-15-9.

4,6-Dichloro-2-propylthiopyrimidine-5-amine also called 5-Pyrimidinamine, 4,6-dichloro-2-(propylthio)- CAS 145783-15-9 has the molecular formula of C7H9Cl2N3S and the formula weight of 238.13746. 4,6-Dichloro-2-propylthiopyrimidine-5 -amine 145783-15-9 is an intermediate in the preparation of Ticagrelor,which is used as a reversible antagonist of the platelet purinergic P2Y12 receptor. Welcome to send inquiry to us to get quotation.

Thera. Category:   P2Y12 receptor

Cas No.:145783-15-9

Synonyms: Tecagrelor InterMediate 3;5-PyriMidinaMine, 4,6-dichloro-2-(propylthio)-;4,6-dichloro-2-(propylsulfanyl)-5-pyriMidinaMine;4,6-dichloro-2-(propylsulfanyl)pyriMidin-5-aMine;4,6-Dichloro-2-propylsulfanyl-pyriMidin-5-ylaMine;4,6-dichloro-2-propylthiopyrimidine-5-amine;4,6-dichloro-2-(propylthio)-5-PyriMidinaMine;4,6-Dichloro-2-(propylthio)pyrimidin-5-amine;T

Molecular Formula: C7H9Cl2N3S 

Molecular Weight:238.13746

Assay: ≥99%

Packing: Export worthy packing

Material Safety Data Sheet: Available on request

Usage : 

Ticagrelor is a reversible antagonist of the platelet purinergic P2Y12 receptor, which is the main receptor responsible for ADP-induced platelet aggregation.

Related intermediate:

1) 274693-27-5 Ticagrelor

2) 4,6-Dichloro-5-nitro-2-(propylthio)pyrimidine 145783-14-8

3) 4,6-Dichloro-2-propylthiopyrimidine-5-amine 145783-15-9

4)  (1R,2S)-2-(3,4-difluorophenyl)cyclopropanamine L-Tartaric acid  220352-39-6

5) 1156491-10-9, (1R trans)-2-(3,4-difluorophenyl)cyclopropane amine

6) 376608-74-1, Ethanol,2-[[(3aR,4S,6R,6aS)-6-[[5-aMino-6-chloro-2-(propylthio)-4-pyriMidinyl]aMino]tetrahydro-2,2-diMethyl-4H-cyclopenta-1,3-dioxol-4-yl]oxy]-

7) 376608-71-8, (1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine (2R)-Hydroxy(phenyl)ethanoate

8) 376608-65-0, 2-((3aR,4S,6R,6aS)-6-amino-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yloxy)ethanol L-tataric acid

Ticagrelor Impurities:

1)2-((3aS,4R,6S,6aR)-6-amino-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yloxy)ethanol (2S,3S)-2,3-dihydroxysuccinate

2) (1R,2R,3S,5R)-3-(7-(((1R,2S)-2-(3,4-difluorophenyl)cyclopropyl)amino)-5-(propylthio)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl)-5-(2-hydroxyethoxy)cyclopentane-1,2-diol
3) (1R,2R,3S,5R)-3-(7-(((1S,2R)-2-(3,4-difluorophenyl)cyclopropyl)amino)-5-(propylthio)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl)-5-(2-hydroxyethoxy)cyclopentane-1,2-diol
4) (1S,2S,3R,5S)-3-(7-(((1S,2R)-2-(3,4-difluorophenyl)cyclopropyl)amino)-5-(propylthio)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl)-5-(2-hydroxyethoxy)cyclopentane-1,2-diol