2-({[7-hydroxy-5-(2-phenylethyl)-[1,2,4]triazolo[1,5-a]pyridin-8-yl]carbonyl}amino)acetic acid

Base Information

• Chemical Name: 2-({[7-hydroxy-5-(2-phenylethyl)-[1,2,4]triazolo[1,5-a]pyridin-8-yl]carbonyl}amino)acetic acid
• CAS No.: 1262132-81-9
• Molecular Formula: C₁₇H₁₆N₄O₄
• Molecular Weight: 340.338

Synonyms:2-({[7-hydroxy-5-(2-phenylethyl)-[1,2,4]triazolo[1,5-a]pyridin-8-yl]carbonyl}amino)acetic acid

Chemical Property of 2-({[7-hydroxy-5-(2-phenylethyl)-[1,2,4]triazolo[1,5-a]pyridin-8-yl]carbonyl}amino)acetic acid

Chemical Property:

• Density: 1.44±0.1 g/cm3(Predicted)

Purity/Quality:

99% ^*data from raw suppliers

JTZ-951(Enarodustat) >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Enarodustat is in the process of being approved for use in treating anemia associated with chronic kidney disease.

Technology Process of 2-({[7-hydroxy-5-(2-phenylethyl)-[1,2,4]triazolo[1,5-a]pyridin-8-yl]carbonyl}amino)acetic acid

There total 23 articles about 2-({[7-hydroxy-5-(2-phenylethyl)-[1,2,4]triazolo[1,5-a]pyridin-8-yl]carbonyl}amino)acetic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

disodium 2-({[7-hydroxy-5-(2-phenylethyl)-[1,2,4]triazolo[1,5-a]pyridin-8-yl]carbonyl}amino)acetate → 2-({[7-hydroxy-5-(2-phenylethyl)-[1,2,4]triazolo[1,5-a]pyridin-8-yl]carbonyl}amino)acetic acid (1262132-81-9)

Guidance literature:

With hydrogenchloride; In water; acetone; at 50 ℃; for 2h; Cooling with ice;

Reference yield:

ethyl (7-hydroxy-5-phenethyl-[1,2,4]triazolo[1,5-a]pyridine-8-carbonyl)glycinate → 2-({[7-hydroxy-5-(2-phenylethyl)-[1,2,4]triazolo[1,5-a]pyridin-8-yl]carbonyl}amino)acetic acid (1262132-81-9)

Guidance literature:

With sodium hydroxide; In ethanol; water; at 90 ℃; for 2h;

DOI:10.1021/acsmedchemlett.7b00404

Reference yield:

3-oxopentanedioic acid dimethyl ester (1830-54-2) → 2-({[7-hydroxy-5-(2-phenylethyl)-[1,2,4]triazolo[1,5-a]pyridin-8-yl]carbonyl}amino)acetic acid (1262132-81-9)

Guidance literature:

Multi-step reaction with 9 steps

1.1: bis(acetylacetonate)nickel(II) / 1,4-dioxane / 16 h / Reflux

2.1: N-ethyl-N,N-diisopropylamine; trichlorophosphate / 72 h / 20 °C

3.1: isopropyl alcohol / 0.5 h / Reflux

3.2: 0.5 h / 20 °C

4.1: trifluoroacetic anhydride / tetrahydrofuran / 22 h / Reflux

5.1: potassium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / water; cyclopentyl methyl ether / 6 h / 50 °C

6.1: sodium hydroxide; water / tetrahydrofuran / 2 h / 20 °C / Cooling with ice

6.2: 1 h / Cooling with ice

7.1: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / 2 h / 20 °C / Cooling with ice

8.1: sodium hydroxide; water / 2-ethoxy-ethanol / 18 h / 90 °C

9.1: hydrogenchloride / water; acetone / 2 h / 50 °C / Cooling with ice

With hydrogenchloride; water; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic anhydride; sodium hydroxide; trichlorophosphate; bis(acetylacetonate)nickel(II); dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; 1,4-dioxane; 2-ethoxy-ethanol; cyclopentyl methyl ether; water; isopropyl alcohol; acetone;

upstream raw materials:

3-oxopentanedioic acid dimethyl ester

methyl 2-amino-4,6-dichloropyridine-3-carboxylate

methyl 2-amino-4,6-dihydroxypyridine-3-carboxylate

C₈H₇Cl₂N₃O₃

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