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Chemical Structure| 951380-43-1 Chemical Structure| 951380-43-1

Structure of 951380-43-1

Chemical Structure| 951380-43-1

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Product Details of [ 951380-43-1 ]

CAS No. :951380-43-1
Formula : C7H10ClNOS
M.W : 191.68
SMILES Code : O=C(S1)CC2=C1CCNC2.[H]Cl
MDL No. :MFCD16294484

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Application In Synthesis of [ 951380-43-1 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 951380-43-1 ]

[ 951380-43-1 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 204205-33-4 ]
  • [ 951380-43-1 ]
  • [ 108-24-7 ]
  • [ 150322-43-3 ]
YieldReaction ConditionsOperation in experiment
29% V-Ethyldiisopropylamine (1.7 ml; 9.7 mmol) is added to a suspension of 2-oxo- 2,4,5,6,7a-hexahydrothieno[3,2-c]pyridine hydrochloride (0.89 g; 4.6 mmol) in acetonitrile (4 ml). Thus prepared solution is added dropwise to a solution of 1- cyclopropyl-2-bromo-2(2-fluorophenyl)ethanone (1.13 g; 4.4 mmol) in acetonitrile (2 ml) and the reaction is stirred at the room temperature for 1 .5 hours. Subsequently, acetanhydride (1 .2 ml; 13.2 mmol), /V-ethyldiisopropylamine (0.6 ml; 3.5 mmol) and a catalytic amount of N,A/-dimethylaminopyridine are added to the solution. The reaction is stirred at the room temperature for 2 hours. Then, the reaction mixture is cooled down to -15 C, 2.5 ml of water are added and the reaction is stirred at -12 to -8 C for 2 hours. The resulting white crystals are aspirated, washed with ethanol and dried in air. 0.48 g of prasugrel base (29%) is obtained. Melting point: 1 17.5-1 19.5 C, HPLC: purity 98.5%; content of the compound of formula II 0.09%.The crude product obtained in this manner (0.45 g) is dissolved in acetonitrile (10.5 ml) and, after addition of 0.2 ml of acetanhydride, the mixture is stirred at the room temperature for 1 h. Then, the mixture is cooled down to -15 C, water (4 ml) is added and white crystals precipitate under stirring at the temperature of -2 to -8 C. After two hours they are aspirated, washed with ethanol and dried. 0,31 g of white crystals of prasugrel are obtained. Melting point: 120 -121 C. HPLC: purity 99.4%; content of the compound of formula II 0.07%.
 

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