ChemicalBook > CAS DataBase List > (2Z)-4-Oxo-4-[3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazine-7(8H)-yl]-1-(2,4,5-trifluorophenyl)but-2-en-2-amine

(2Z)-4-Oxo-4-[3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazine-7(8H)-yl]-1-(2,4,5-trifluorophenyl)but-2-en-2-amine

Product Name
(2Z)-4-Oxo-4-[3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazine-7(8H)-yl]-1-(2,4,5-trifluorophenyl)but-2-en-2-amine
CAS No.
767340-03-4
Chemical Name
(2Z)-4-Oxo-4-[3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazine-7(8H)-yl]-1-(2,4,5-trifluorophenyl)but-2-en-2-amine
Synonyms
7(8H)-;Sitagliptin-12;Sitagliptin Enamine;Sitagliptin Impurity 9;Sitagliptin Enamine Imp;3-a]pyrazine-7(8H)-yl]-1-(2;(Z)-3-amino-1-(3-(trifluoromethyl);5-trifluorophenyl)but-2-en-2-amine;(2Z)-4-Oxo-4-[3-(trifluoromethyl)-5;(2Z)-4-oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]
CBNumber
CB31564663
Molecular Formula
C16H13F6N5O
Formula Weight
405.3
MOL File
767340-03-4.mol
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(2Z)-4-Oxo-4-[3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazine-7(8H)-yl]-1-(2,4,5-trifluorophenyl)but-2-en-2-amine Property

Melting point:
178-180°C
Boiling point:
555.1±60.0 °C(Predicted)
Density 
1.60±0.1 g/cm3(Predicted)
storage temp. 
Keep in dark place,Inert atmosphere,2-8°C
solubility 
DMSO (Slightly), Methanol (Slightly)
form 
Solid
pka
4.11±0.70(Predicted)
color 
White
CAS DataBase Reference
767340-03-4(CAS DataBase Reference)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC
Product number
O865000
Product name
(2Z)-4-Oxo-4-[3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)but-2-en-2-amine
Packaging
50mg
Price
$990
Updated
2021/12/16
Medical Isotopes, Inc.
Product number
12843
Product name
(2Z)-4-Oxo-4-[3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-α]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)but-2-en-2-amine
Packaging
25mg
Price
$2000
Updated
2021/12/16
AK Scientific
Product number
X4795
Product name
(2Z)-4-Oxo-4-[3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazine-7(8H)-yl]-1-(2,4,5-trifluorophenyl)but-2-en-2-amine
Packaging
100g
Price
$393
Updated
2021/12/16
Matrix Scientific
Product number
091141
Product name
(2Z)-4-Oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo-[4,3-a]pyrazine-7(8H)-yl]-1-(2,4,5-trifluorophenyl)but-2-en-2-amine
Purity
95+%
Packaging
250mg
Price
$435
Updated
2021/12/16
Medical Isotopes, Inc.
Product number
12843
Product name
(2Z)-4-Oxo-4-[3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-α]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)but-2-en-2-amine
Packaging
5mg
Price
$875
Updated
2021/12/16
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(2Z)-4-Oxo-4-[3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazine-7(8H)-yl]-1-(2,4,5-trifluorophenyl)but-2-en-2-amine Chemical Properties,Usage,Production

Chemical Properties

White Solid

Uses

Sitagliptin intermediate. A dipeptidyl peptidase-4 inhibitor and an anti-hypertensive agent for the treatment of diabetes and hypertension.

Synthesis

764667-65-4

767340-03-4

Example 1: Preparation of (Z)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazine-7(8H)-yl)-4-(2,4,5-trifluorophenyl)but-2-en-1-one. 4-Oxo-4-[3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazine-7(8H)-yl]-1-(2,4,5-trifluorophenyl)but-2-en-1-one (427.0 g, prepared according to US 7,326,708 B2 or J. Am. Chem. Soc. 2009) was mixed with methanol (1000 ml) was mixed and passed through dry ammonia (53.6 g) at 25-30°C. The reaction mixture was then heated to reflux (60-65°C) and the reaction was maintained at this temperature for 3.0-4.0 hours. Upon completion of the reaction, the mixture was cooled to 0-5 °C and the precipitated solid was collected by filtration and washed with cold methanol. The wet filter cake was dried at 60-65 °C to afford 340.0 g of the target product (2Z)-4-oxo-4-[3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazine-7(8H)-yl]-1-(2,4,5-trifluorophenyl)but-2-en-2-amine in a molar yield of 79.8% and an HPLC purity of 98.99%.

References

[1] Journal of the American Chemical Society, 2009, vol. 131, # 25, p. 8798 - 8804
[2] Patent: WO2016/110750, 2016, A1. Location in patent: Page/Page column 15; 16
[3] Patent: WO2004/85378, 2004, A1. Location in patent: Page 16
[4] Patent: WO2005/97733, 2005, A1. Location in patent: Page/Page column 23-24
[5] Patent: WO2006/81151, 2006, A1. Location in patent: Page/Page column 14; 15

(2Z)-4-Oxo-4-[3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazine-7(8H)-yl]-1-(2,4,5-trifluorophenyl)but-2-en-2-amine Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from (2Z)-4-Oxo-4-[3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazine-7(8H)-yl]-1-(2,4,5-trifluorophenyl)but-2-en-2-amine manufacturers

Guangzhou Tosun Pharmaceutical Ltd
Product
Sitagliptin Impurity 14 767340-03-4
Price
US $0.00-0.00/mg
Min. Order
5mg
Purity
95%+
Supply Ability
1000mg
Release date
2025-02-17
Shaanxi Dideu New Materials Co. Ltd
Product
(2Z)-4-Oxo-4-[3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazine-7(8H)-yl]-1-(2,4,5-trifluorophenyl)but-2-en-2-amine 767340-03-4
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98.0%
Supply Ability
10000KGS
Release date
2025-03-27
Career Henan Chemical Co
Product
(2Z)-4-Oxo-4-[3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazine-7(8H)-yl]-1-(2,4,5-trifluorophenyl)but-2-en-2-amine 767340-03-4
Price
US $1.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
100KG
Release date
2018-07-28

767340-03-4, (2Z)-4-Oxo-4-[3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazine-7(8H)-yl]-1-(2,4,5-trifluorophenyl)but-2-en-2-amineRelated Search:

(2Z)-4-Oxo-4-[3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazine-7(8H)-yl]-1-(2,4,5-trifluorophenyl)butan-2-one Terazosin hydrochloride Terazosin Dihydromyrcenol Alfuzosin hydrochloride Glycine ALTRENOGEST Doxazosin mesylate Alfuzosin Prazosin Doxazosin Pyrazine Sitagliptin Defuoro IMpurity 3 (R)-3-Amino-4-(2,4,5-trifluorophenyl)butyric acid Sitagliptin enaMine aMide iMpurity Sitagliptin diaMide iMpurity BLDAVCZELRQXFP-OWOJBTEDSA-N Sitagliptin Impurity 21

  • (2Z)-4-oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]
  • (2Z)-3-Amino-1-[5,6-dihydro-3-(trifluoromethyl)-1,2,4-triazolo[4,3-a]pyrazin-7(8H)-yl]-4-(2,4,5-trifluorophenyl)-2-buten-1-one
  • (2Z)-4-Oxo-4-[3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)but-2-en-2-amine
  • （2Z）-2-amine -4-oxo-4-[3-(trifluoromethyl)-5,6-dihydro][1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl] -1-(2,4,5-trifluorophenyl)but-2-en (2-4)
  • (2Z)-3-Amino-1-[5,6-dihydro-3-(trifluoromethyl)-1,2,4-triazolo[4,3-α]pyrazin-7(8H)-yl]-4-(2,4,5-trifluorophenyl)-2-buten-1-one
  • (2Z)-4-Oxo-4-[3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-α]pyrazin -7(8H)-yl]-1-(2,4,5-trifluorophenyl)but-2-en-2-amine
  • (2Z)-4-Oxo-4-[3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazine-7(8H)-yl]-1-(2,4,5-trifluorophenyl)but-2-en-2-amine
  • 3-AMino-1-(3-trifluoroMethyl-5,6-dihydro-8H-[1,2,4]triazolo[4,3-a]pyrazin-7-yl)-4-(2,4,5-trifluoro-phenyl)-but-2-en-1-one
  • (2Z)-3-aMino-1-[3-(trifluoroMethyl)-5H,6H,7H,8H-[1,2,4]triazolo[4,3-a]pyrazin-7-yl]-4-(2,4,5-trifluorophenyl)but-2-en-1-one
  • (Z)-3-aMino-1-(3-(trifluoroMethyl) -5,6-dihydro-[1,2,4]triazolo[4,3-a] pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)but-2-en-1-one
  • (Z)-3-amino-1-[3-(trifluoromethyl)-6,8-dihydro-5H-[1,2,4]triazolo[4,3-a]pyrazin-7-yl]-4-(2,4,5-trifluorophenyl)but-2-en-1-one
  • (2Z)-4-Oxo-4-[3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin -7(8H)-yl]-1-(2,4,5-trif
  • (Z)-3-amino-1-(3-(trifluoromethyl)
  • Sitagliptin impurity 12/Sitagliptin Enamine Impurity/(2Z)-4-Oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)but-2-en-2-amine
  • Sitagliptin-12
  • (2Z)-4-Oxo-4-[3-(trifluoromethyl)-5
  • 3-a]pyrazine-7(8H)-yl]-1-(2
  • 5-trifluorophenyl)but-2-en-2-amine
  • 3-Amino-1-(3-Trifluoromethyl)-5,6-Dihydro-8H-[1,2,4]Triazolo[4,3-A]Pyrazine-7-Yl-4-(2,4,5-Trifluorophenyl)But-2-En-2-Amine
  • (2Z)-4-Oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo-[4,3-a]pyrazine-7(8H)-yl]-1-(2,4,5-t
  • 7(8H)-
  • 2-Buten-1-one, 3-amino-1-[5,6-dihydro-3-(trifluoromethyl)-1,2,4-triazolo[4,3-a]pyrazin-7(8H)-yl]-4-(2,4,5-trifluorophenyl)-, (2Z)-
  • (2Z)-4-Oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo-[4,3-a]pyrazine-7(8H)-yl]-1-(2,4
  • Sitagliptin Impurity 9
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