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Basic Information

Molecular Structure:
CAS No.:	274693-27-5
Name:	Ticagrelor
Article Data:	62

Formula:	C₂₃H₂₈F₂N₆O₄S
Molecular Weight:	522.576
Synonyms:	AR-C126532XX;AZD 6140;1,2-Cyclopentanediol,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)-,(1S,2S,3R,5S)-;
EINECS:	619-540-9
Density:	1.676 g/cm³
Boiling Point:	777.551 °C at 760 mmHg
Flash Point:	424.048 °C
Appearance:	white powder
Safety:	24/25
PSA:	163.74000
LogP:	2.08670

Synthetic route

: 274693-26-4
[3aR-[3aα,4α,6α,(1R,2S),6aα]]-2-[6-[[[7-(2-(3,4-difluorophenyl)cyclopropyl)]amino-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl]tetrahydro-2,2-dimethyl-4H-cyclopenteno-1,3-dioxolan-4-yl]oxy]ethanol

: 274693-27-5
ticagrelor

Conditions

Conditions	Yield
With hydrogenchloride In methanol at -3 - 20℃; for 3h; Large scale;	97.1%
With hydrogenchloride In methanol at 0 - 10℃; for 2h; Temperature; Large scale;	95%
With hydrogenchloride In water; ethyl acetate	94.1%

: N-((1R,2S)-2-(3,4-difluorophenyl)cyclopropyl)-3-((3aS,4R,6S,6aR)-2,2-dimethyl-6-(2-((tetrahydro-2H-pyran-2-yl)oxy)ethoxy)tetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)-5-(propylthio)-3H-[1,2,3]triazol[4,5-d]pyrimidin-7-amine

: 274693-27-5
ticagrelor

Conditions

Conditions	Yield
With hydrogenchloride In methanol; water at 0 - 20℃; for 4.5h;	97%
With hydrogenchloride In methanol; water at 15 - 25℃; for 3h;	86%

: (1R,2S)-2-(3,4-difluorophenyl)cyclopropanamine

: 1354945-69-9
9-[(1’R,2’S,3’S,4’S)-2’,3’-dihydroxyl-4'-hydroxyethoxycyclopenta-1'-yl]-9H-2-thiopropyl-6-chloro-8-azepine

: 274693-27-5
ticagrelor

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃; for 2h;	96%
With triethylamine In tetrahydrofuran at 20℃; for 2h;	96%

: C9H9F2N*ClH

: 1354945-69-9
9-[(1’R,2’S,3’S,4’S)-2’,3’-dihydroxyl-4'-hydroxyethoxycyclopenta-1'-yl]-9H-2-thiopropyl-6-chloro-8-azepine

: 274693-27-5
ticagrelor

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In acetonitrile at 25 - 35℃; Product distribution / selectivity;	95.5%

: C30H34F2N6O4S

: 274693-27-5
ticagrelor

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In methanol under 3000.3 Torr; for 2h;	95.2%

: 1354945-69-9
9-[(1’R,2’S,3’S,4’S)-2’,3’-dihydroxyl-4'-hydroxyethoxycyclopenta-1'-yl]-9H-2-thiopropyl-6-chloro-8-azepine

: (1R,2S)-2-(3,4-difluorophenyl)cyclopropanamine hydrochloride

: 274693-27-5
ticagrelor

Conditions

Conditions	Yield
With potassium carbonate In tetrahydrofuran at 20℃; for 24h;	95%

: 1402150-10-0
(4-{7-[2-(3,4-difluorophenyl)cyclopropylamino]-5-propylsulfanyl-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl}-2,3-dihydroxycyclopentyloxy)acetic acid ethyl ester

: 274693-27-5
ticagrelor

Conditions

Conditions	Yield
With sodium tetrahydroborate In water at 20℃; for 3h; Time;	93.8%
With sodium tetrahydroborate In diethylene glycol dimethyl ether at 50 - 60℃; for 3h; Large scale;	0.5 kg

: 1354945-69-9
9-[(1’R,2’S,3’S,4’S)-2’,3’-dihydroxyl-4'-hydroxyethoxycyclopenta-1'-yl]-9H-2-thiopropyl-6-chloro-8-azepine

: 1444301-72-7
(1R,2S)-2-(3,4-difluorophenyl)cyclopropan-1-amine mandelate

: 274693-27-5
ticagrelor

Conditions

Conditions	Yield
With sodium carbonate In acetonitrile at 20℃; for 20h;	93%
With sodium carbonate In acetonitrile at 20℃; for 20h;	93%
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 5 - 20℃; for 5h;	80.24%
Stage #1: (1R,2S)-2-(3,4-difluorophenyl)cyclopropanammonium mandelate With N-ethyl-N,N-diisopropylamine; sodium hydroxide In water; ethyl acetate at 15 - 20℃; Stage #2: 9-[(1’R,2’S,3’S,4’S)-2’,3’-dihydroxyl-4'-hydroxyethoxycyclopenta-1'-yl]-9H-2-thiopropyl-6-chloro-8-azepine With N-ethyl-N,N-diisopropylamine In ethyl acetate at 20℃; for 1h;	67%

: C30H40F2N6O4S

: 274693-27-5
ticagrelor

Conditions

Conditions	Yield
With hydrogenchloride In methanol; water at 15 - 25℃; for 3h;	93%

: C33H38F2N6O4S

: 274693-27-5
ticagrelor

Conditions

Conditions	Yield
With hydrogenchloride In methanol; water at 55℃; Temperature;	92%

Raw Materials

367-11-3

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Chemistry

Molecular Structure of Ticagrelor (CAS NO.274693-27-5):

Molecular Formula: C₂₃H₂₈F₂N₆O₄S
Molecular Weight: 522.57
IUPAC Name: (1S,2S)-3-[7-[[(1R,2S)-2-(3,4-Difluorophenyl)cyclopropyl]amino]-5-propylsulfanyltriazolo[4,5-d]pyrimidin-3-yl]-5-(2-hydroxyethoxy)cyclopentane-1,2-diol
Synonyms of Ticagrelor (CAS NO.274693-27-5): (1S,2S,3R,5S)-3-(7-((1R,2S)-2-(3,4-Difluorophenyl)cyclopropylamino)-5-(propylthio)-3H-(1,2,3)triazolo(4,5-d)pyrimidin-3-yl)-5-(2-hydroxyethoxy)cyclopentane-1,2-diol ; AR-C126532XX ; AZD6140 ; Brilinta ; UNII-GLH0314RVC ; 1,2-Cyclopentanediol, 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)-, (1S,2S,3R,5S)-
CAS NO: 274693-27-5
Product Categories: Prevention of thromboembolic events in patients with acute coronary syndrome
Density of Ticagrelor (CAS NO.274693-27-5): 1.67