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Upadacitinib also known as ABT-494, is a potent and selective Janus kinase (JAK) 1 inhibitor being developed for the treatment of several autoimmune disorders, Janus kinase inhibitors for rheumatoid arthritis.
![(3S,4R)-3-ethyl-4-(3-tosyl-3H-imidazo[1,2-a]pyrrolo[2,3-e]pyrazin-8-yl)-N-(2,2,2-trifluoroethyl)pyrrolidine-1-carboxamide](/upload/2026/4/8c57a5a4-939c-4676-96ee-61aee76cd950.png)
(3S,4R)-3-ethyl-4-(3-tosyl-3H-imidazo[1,2-a]pyrrolo[2,3-e]pyrazin-8-yl)-N-(2,2,2-trifluoroethyl)pyrrolidine-1-carboxamide
![(3S,4R)-3-ethyl-4-(3H-imidazo[1,2-a]pyrrolo[2,3-e]pyrazin-8-yl)-N-(2,2,2-trifluoroethyl)pyrrolidine-1-carboxamide](/upload/2026/4/0420973e-4b3d-47fd-98d8-29fdfdbc6277.png)
(3S,4R)-3-ethyl-4-(3H-imidazo[1,2-a]pyrrolo[2,3-e]pyrazin-8-yl)-N-(2,2,2-trifluoroethyl)pyrrolidine-1-carboxamide
| Conditions | Yield |
|---|---|
|
With
water; sodium hydroxide;
In
tetrahydrofuran;
at 50 ℃;
for 5h;
|
80% |
|
With
water; sodium hydroxide;
In
1,4-dioxane;
at 27 - 55 ℃;
for 1h;
|
5.52 g |
trifluoroethylamine
![8-((3R,4S)-4-ethylpyrrolidin-3-yl)-3H-imidazo[1,2-a]pyrrolo[2,3-e]pyrazine bishydrochloride](/upload/2026/4/ff8ac5fb-e967-4c77-a7c5-4b32f30ec00a.png)
8-((3R,4S)-4-ethylpyrrolidin-3-yl)-3H-imidazo[1,2-a]pyrrolo[2,3-e]pyrazine bishydrochloride
1,1'-carbonyldiimidazole
(3S,4R)-3-ethyl-4-(3H-imidazo[1,2-a]pyrrolo[2,3-e]pyrazin-8-yl)-N-(2,2,2-trifluoroethyl)pyrrolidine-1-carboxamide
| Conditions | Yield |
|---|---|
|
trifluoroethylamine; 1,1'-carbonyldiimidazole;
In
tetrahydrofuran;
at 30 ℃;
for 1.33333h;
8-((3R,4S)-4-ethylpyrrolidin-3-yl)-3H-imidazo[1,2-a]pyrrolo[2,3-e]pyrazine bishydrochloride;
With
dipotassium hydrogenphosphate; potassium hydroxide;
In
tetrahydrofuran; water;
at 25 ℃;
for 1h;
pH=9;
Concentration;
|
87% |
|
trifluoroethylamine; 1,1'-carbonyldiimidazole;
In
tetrahydrofuran;
at 10 ℃;
for 1h;
8-((3R,4S)-4-ethylpyrrolidin-3-yl)-3H-imidazo[1,2-a]pyrrolo[2,3-e]pyrazine bishydrochloride;
With
dipotassium hydrogenphosphate; potassium hydroxide;
In
tetrahydrofuran; water;
at 20 ℃;
for 1h;
pH=9;
|
0.3 g |
The CAS number of Upadacitinib is 1310726-60-3.
More information of Upadacitinib 1310726-60-3 are:
|
CAS Number |
1310726-60-3 |
|
Density |
1.56±0.1 g/cm3(Predicted) |
|
PSA |
78.32000 |
|
LogP |
3.23670 |
|
Pka |
11.89±0.60(Predicted) |
Synonyms for Upadacitinib 1310726-60-3:Upadacitinib;ABT-494
The chemical formula of Upadacitinib is C17H19F3N6O which containing 17 Carbon atoms,19 Hydrogen atoms,3 Fluorine atoms,6 Nitrogen atoms and 1 Oxygen atoms,and the molecular weight of Upadacitinib is 380.373.
Upadacitinib (ABT-494) is a JAK1 selective inhibitor being investigated to treat rheumatoid arthritis, Crohn's disease, ulcerative colitis, atopic dermatitis, psoriatic arthritis, axial SpA Giant Cell Arteritis and Takayasu Arteritis.
Relevant articles related to Upadacitinib:
|
Article |
Source |
|
PROCESS AND INTERMEDIATES FOR THE PREPARATION OF UPADACITINIB |
- Page/Page column 55, (2021/06/26) |
|
PYRROLIDINE COMPOUNDS, ITS SALT AND USE IN THE PREPARATION OF UPADACITINIB THEREOF |
- , (2021/01/29) |
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