(+/-)-RAC-2-(2-CHLOROPHENYL)-(6,7-DIHYDRO-4H-THIENO[3,2-C]PYRIDIN-5-YL)ACETONITRILE

Iupac Name：2-(2-chlorophenyl)-2-(6,7-dihydro-4H-thieno[3,2-c]pyridin-5-yl)acetonitrile

Molecular Weight：288.7951

Modify Date.: 2022-10-28 23:22

Introduction: A intermediate in the synthesis of the metabolite of the drug Clopidogrel (+/-)-RAC-2-(2-CHLOROPHENYL)-(6,7-DIHYDRO-4H-THIENO[3,2-C]PYRIDIN-5-YL)ACETONITRILESupplier View more+

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1. Names and Identifiers

1.1 Name: (+/-)-RAC-2-(2-CHLOROPHENYL)-(6,7-DIHYDRO-4H-THIENO[3,2-C]PYRIDIN-5-YL)ACETONITRILE
1.2 Synonyms: (+/-)-RAC-2-(2-CHLOROPHENYL)-(6,7-DIHYDRO-4H-THIENO[3,2-C]PYRIDIN-5-YL)ACETONITRILE 2-(2-chlorophenyl)-2-(6,7-dihydro-4H-thieno[3,2-c]pyridin-5-yl)acetonitrile 2-(2-chlorophenyl)-2-(6,7-dihydrothieno[3,2-c]pyridine-5(4H)-yl)acetonitrile Clopidogrel Impurity 14/rac-2-(2-Chlorophenyl)-(6,7-dihydro-4H-thieno[3,2-c]pyridin-5-yl)acetonitrile Clopidogrel Impurity K

1.3 CAS No.: 444728-11-4

1.4 CID: 11369741

1.5 Molecular Formula: C15H13ClN2S (isomer)

1.6 Inchi: InChI=1S/C15H13ClN2S/c16-13-4-2-1-3-12(13)14(9-17)18-7-5-15-11(10-18)6-8-19-15/h1-4,6,8,14H,5,7,10H2

1.7 InChkey: JFDVAYOTONCKQN-UHFFFAOYSA-N

1.8 Canonical Smiles: C1CN(CC2=C1SC=C2)C(C#N)C3=CC=CC=C3Cl

1.9 Isomers Smiles: C1CN(CC2=C1SC=C2)C(C#N)C3=CC=CC=C3Cl

2. Properties

2.1 Density: 1.326

2.1 Melting point: 125-127°C

2.1 Boiling point: 409.5°C at 760 mmHg

2.1 Refractive index: 1.645

2.1 Flash Point: 201.5°C

2.1 PSA: 55.27000

2.1 logP: 3.96238

2.1 Chemical Properties: Off-White Solid

2.2 pKa: 2.58±0.20(Predicted)

3. Use and Manufacturing

3.1 Usage: A intermediate in the synthesis of the metabolite of the drug Clopidogrel (+/-)-RAC-2-(2-CHLOROPHENYL)-(6,7-DIHYDRO-4H-THIENO[3,2-C]PYRIDIN-5-YL)ACETONITRILESupplier

4. Synthesis Route

444728-11-4Total: 6 Synthesis Route

2856-63-5 146 Suppliers

444728-11-4 4 Suppliers

Literatures:
KANDULA, mahesh Patent: WO2013/24376 A1, 2013 ; Title/Abstract Full Text Show Details KANDULA, Mahesh Patent: WO2013/168024 A1, 2013 ;
Yield: null

54903-50-3 70 Suppliers

89-98-5 365 Suppliers

444728-11-4 4 Suppliers

Literatures:
CADILA HEALTHCARE LIMITED Patent: US2002/177712 A1, 2002 ;
Yield: null

28783-41-7 253 Suppliers

5829-89-0

444728-11-4 4 Suppliers

Literatures:
Zhejiang Huahai Pharmaceutical Co., Ltd.; CHENGDU ORGANIC CHEMICALS CO., LTD., CHINESE ACADE Patent: EP1942110 A1, 2008 ; Location in patent: Page/Page column 16 ;
Yield: ~87%

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5. Precursor and Product

precursor:

54903-50-3

89-98-5

444891-19-4

2856-63-5

5829-89-0

28783-41-7

product :

113665-84-2

90055-48-4

120202-66-6

6. Other Information

6.0 Chemical Properties: Off-White Solid

6.1 Uses: A intermediate in the synthesis of the metabolite of the drug Clopidogrel

7. Computational chemical data

Molecular Weight: 288.7951g/mol
Molecular Formula: C₁₅H₁₃ClN₂S
Compound Is Canonicalized: True
XLogP3-AA: 3.6
Exact Mass: 288.0487973
Monoisotopic Mass: 288.0487973
Complexity: 366
Rotatable Bond Count: 2
Hydrogen Bond Donor Count: 0
Hydrogen Bond Acceptor Count: 3
Topological Polar Surface Area: 55.3
Heavy Atom Count: 19
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 1
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Isotope Atom Count: 0
Covalently-Bonded Unit Count: 1
CACTVS Substructure Key Fingerprint: AAADccBzAABEAAAAAAAAAAAAAAAAASAAAAA8QAAAAAAAAFgBwAAAHAYAAAAADCrFWCSwAYMAAAiUBiBCAACDAIAgDRBIiBgIBogIoCKhkxGEIAhggACoiA8QgIAOAAAAAAABAAAAAAAAAAIAAAAAAAAAAA==