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115473-15-9

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Basic Information
CAS No.: 115473-15-9
Name: Prasugrel
Article Data: 9
Molecular Structure:
Molecular Structure of 115473-15-9 (Prasugrel)
Formula: C7H10ClNOS
Molecular Weight: 191.681
Synonyms: 2-oxo-2,4,5,6,7,7a-hexahydrothieno[3,2-c]pyridine.Hydrochloride;Thieno[3,2-c]pyridin-2(4H)-one,5,6,7,7a-tetrahydro-, hydrochloride (1:1);
EINECS: 601-365-4
Melting Point: 210 °C
Boiling Point: 364.3 °C at 760 mmHg
Flash Point: 174.1 °C
Appearance: Cream solid
Safety: 24/25
PSA: 54.40000
LogP: 1.67890
Related products
Synthetic route
109904-26-9

5-triphenylmethyl-2-oxo-2,4,5,6,7,7a-hexahydrothieno[3,2-c]pyridine

115473-15-9

5,6,7,7a-tetrahydro-thieno[3,2-c]pyridin-2(4H)-one hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In water; acetone at 25 - 50℃; for 1h;99%
With hydrogenchloride In ethanol at 45℃; Solvent; Inert atmosphere;76%
With hydrogenchloride; water In acetone at 56℃; for 3h;
109904-25-8

5-trityl-4,5,6,7-tetrahydro-tieno[3,2-c]pyridine

115473-15-9

5,6,7,7a-tetrahydro-thieno[3,2-c]pyridin-2(4H)-one hydrochloride

Conditions
ConditionsYield
Stage #1: N-trityl-4,5,6,7-tetrahydrothieno[2,3-c]pyridine With N,N,N,N,-tetramethylethylenediamine; n-hexyllithium In toluene at 0℃; Large scale;
Stage #2: With boric acid tributyl ester In toluene at 0℃; for 1h; Large scale; Further stages;		86.1%
Multi-step reaction with 2 steps
1.1: n-butyllithium / tetrahydrofuran / 1 h / 0 - 15 °C / Inert atmosphere
1.2: 1 h / 0 - 15 °C / Inert atmosphere
1.3: 2 h / 0 - 30 °C
2.1: hydrogenchloride; water / acetone / 3 h / 25 - 30 °C
View Scheme
Multi-step reaction with 2 steps
1.1: n-butyllithium / toluene; hexane; tetrahydrofuran / -5 - 10 °C
1.2: -5 - 10 °C
2.1: hydrogenchloride / water; acetone / 1 h / 25 - 50 °C
View Scheme
Multi-step reaction with 2 steps
1.1: n-butyllithium / tetrahydrofuran / 1 h / 0 - 15 °C / Inert atmosphere
1.2: 1 h / 0 - 15 °C
1.3: 1.75 h / 0 - 30 °C / Reflux
2.1: hydrogenchloride / acetone / 4.5 h / 25 - 30 °C / Reflux
View Scheme
28783-41-7

6,7-dihydro-4H-thieno[3,2-c]pyridine hydrochloride

115473-15-9

5,6,7,7a-tetrahydro-thieno[3,2-c]pyridin-2(4H)-one hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: triethylamine / dichloromethane / 9 h / 0 - 5 °C
2.1: n-butyllithium / tetrahydrofuran / 1 h / 0 - 15 °C / Inert atmosphere
2.2: 1 h / 0 - 15 °C / Inert atmosphere
2.3: 2 h / 0 - 30 °C
3.1: hydrogenchloride; water / acetone / 3 h / 25 - 30 °C
View Scheme
Multi-step reaction with 3 steps
1.1: triethylamine / dichloromethane / 12 - 28 °C
2.1: n-butyllithium / toluene; hexane; tetrahydrofuran / -5 - 10 °C
2.2: -5 - 10 °C
3.1: hydrogenchloride / water; acetone / 1 h / 25 - 50 °C
View Scheme
Multi-step reaction with 3 steps
1.1: triethylamine / dichloromethane / 9 h / 0 - 5 °C
2.1: n-butyllithium / tetrahydrofuran / 1 h / 0 - 15 °C / Inert atmosphere
2.2: 1 h / 0 - 15 °C
2.3: 1.75 h / 0 - 30 °C / Reflux
3.1: hydrogenchloride / acetone / 4.5 h / 25 - 30 °C / Reflux
View Scheme
Multi-step reaction with 4 steps
1.1: potassium carbonate / 1,4-dioxane / 0.5 h / 80 °C
1.2: 1 h
2.1: copper dichloride / methanol / 4 h
3.1: methanol / 24 h / Inert atmosphere; Reflux
4.1: hydrogenchloride / methanol / 12 h / 20 °C
View Scheme
30433-91-1

[2-(2-thyenyl)ethyl]amine

115473-15-9

5,6,7,7a-tetrahydro-thieno[3,2-c]pyridin-2(4H)-one hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: dichloromethane / 40 - 45 °C
1.2: 20 - 70 °C
2.1: triethylamine / dichloromethane / 12 - 28 °C
3.1: n-butyllithium / toluene; hexane; tetrahydrofuran / -5 - 10 °C
3.2: -5 - 10 °C
4.1: hydrogenchloride / water; acetone / 1 h / 25 - 50 °C
View Scheme
230301-73-2

6,7-dihydro-4H-thieno[3,2-c]-pyridine-5-carboxylic acid tert-butyl ester

115473-15-9

5,6,7,7a-tetrahydro-thieno[3,2-c]pyridin-2(4H)-one hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: copper dichloride / methanol / 4 h
2: methanol / 24 h / Inert atmosphere; Reflux
3: hydrogenchloride / methanol / 12 h / 20 °C
View Scheme

2-methoxy-5-tert-butoxycarbonyl-4,5,6,7-tetrahydrothieno[3,2-c]pyridine

115473-15-9

5,6,7,7a-tetrahydro-thieno[3,2-c]pyridin-2(4H)-one hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In methanol at 20℃; for 12h;6.5 g
204205-33-4

2-bromo-1-cyclopropyl-2-(2-fluorophenyl)ethanone

115473-15-9

5,6,7,7a-tetrahydro-thieno[3,2-c]pyridin-2(4H)-one hydrochloride

150322-38-6

5-(2-cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl)-5,6,7,7a-tetrahydrothieno[3,2-c]pyridin-2(4H)-one

Conditions
ConditionsYield
With ammonium bicarbonate In dichloromethane at 5 - 20℃;98%
With copper(l) iodide; sodium carbonate; XPhos In 1,4-dioxane at 60℃; for 3h; Reagent/catalyst; Temperature; Inert atmosphere;90.2%
With potassium phosphate; iodine In 1,4-dioxane at 80℃; for 4h; Temperature; Time; Reagent/catalyst;87.6%

115473-15-9

5,6,7,7a-tetrahydro-thieno[3,2-c]pyridin-2(4H)-one hydrochloride

1147350-75-1

2-Oxoclopidogrel

Conditions
ConditionsYield
With potassium hydrogencarbonate In acetonitrile at 20℃; for 26h; Inert atmosphere;70%
With potassium hydrogencarbonate In acetonitrile at 20℃; for 26h; Inert atmosphere;70%
Stage #1: 5,6,7,7a-tetrahydro-thieno[3,2-c]pyridin-2(4H)-one hydrochloride With water; potassium carbonate In dichloromethane for 0.166667h;
Stage #2: (R)-2-(2-chlorophenyl)-2-(4-nitrobenzenesulfonyloxy)acetic acid methyl ester In dichloromethane for 6h; Reflux;
With potassium hydrogencarbonate In acetonitrile at 20℃; for 26h; Inert atmosphere;18.1 g
With potassium carbonate In acetonitrile at 25 - 35℃; for 12h;25.4 g
115473-15-9

5,6,7,7a-tetrahydro-thieno[3,2-c]pyridin-2(4H)-one hydrochloride

(R)-2-(2-chlorophenyl)-2-(4-nitro sulfonyloxy)acetic acid methyl ester-d3

(2S)-2-(2-chlorophenyl)-2-(2-oxo-7,7a-dihydrothieno[3,2-c]pyridine-5(2H,4H,6H)-yl)acetic acid methyl ester-d3

Conditions
ConditionsYield
With potassium hydrogencarbonate In acetonitrile at 20℃; for 26h; Inert atmosphere;70%
With potassium hydrogencarbonate In acetonitrile at 20℃; for 26h; Inert atmosphere;70%
115473-15-9

5,6,7,7a-tetrahydro-thieno[3,2-c]pyridin-2(4H)-one hydrochloride

85259-19-4

methyl 2-bromo-2-(2-chlorophenyl)acetate

(SR)-methyl 2-(2-chlorophenyl)-2-(2-oxo-7,7a-dihydrothieno-[3,2-c]pyridin-5(2H,4H,6H)-yl)acetate

Conditions
ConditionsYield
With potassium hydrogencarbonate In acetonitrile at 20℃;62%
With potassium hydrogencarbonate; sodium iodide In N,N-dimethyl-formamide at 60℃; for 2h;
Raw Materials
28783-41-7
109904-25-8
30433-91-1
109904-26-9
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150322-43-3
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Chemistry

Following is the structure of Thieno[3,2-c]pyridin-2(4H)-one,5,6,7,7a-tetrahydro-, hydrochloride (1:1) (CAS NO.115473-15-9):
                    
Empirical Formula: C7H10ClNOS
Molecular Weight: 191.6784 
Melting point: 2100 °C
Flash Point: 174.1 °C
Enthalpy of Vaporization: 62.25 kJ/mol
Boiling Point: 364.3 °C at 760 mmHg
Vapour Pressure: 1.17E-05 mmHg at 25 °C
Appearance of Thieno[3,2-c]pyridin-2(4H)-one,5,6,7,7a-tetrahydro-, hydrochloride (1:1) (CAS NO.115473-15-9): Cream Solid
Product Categories of Thieno[3,2-c]pyridin-2(4H)-one,5,6,7,7a-tetrahydro-, hydrochloride (1:1) (CAS NO.115473-15-9): Heterocyclic Compounds; Heterocycles; Sulfur & Selenium Compounds
SMILES: Cl.O=C1/C=C2/CNCCC2S1
InChI: InChI=1/C7H9NOS.ClH/c9-7-3-5-4-8-2-1-6(5)10-7;/h3,6,8H,1-2,4H2;1H
InChIKey: PUQKTVAKLPDUAW-UHFFFAOYAV

Specification

 Thieno[3,2-c]pyridin-2(4H)-one,5,6,7,7a-tetrahydro-, hydrochloride (1:1) , its cas register number 115473-15-9. It also can be called 5,6,7,7a-Tetrahydrothieno[3,2-c]pyridine-2(4H)-one hydrochloride .