AMG 853

Base Information

• Chemical Name: AMG 853
• CAS No.: 1169483-24-2
• Molecular Formula: C28H27Cl2FN2O6S
• Molecular Weight: 609.49
• Mol file: 1169483-24-2.mol

Synonyms:AMG 853;Vidupiprant

Chemical Property of AMG 853

Chemical Property:

• PSA: 130.18000
• LogP: 8.30310

Purity/Quality:

97% ^*data from raw suppliers

AMG853 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: AMG 853 is a potent, selective, orally bioavailable, small-molecule dual antagonist of human D-prostanoid and CRTH2.

Technology Process of AMG 853

There total 4 articles about AMG 853 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: 88.5%

2-(4-(4-(tert-butylcarbamoyl)-2-(((2-chloro-4-cyclopropyl-phenyl)sulfonyl)amino)phenoxy)-5-chloro-2-fluoro-phenyl)acetic acid methyl ester (1169484-16-5) → Vidupiprant (1169483-24-2)

Guidance literature:

2-(4-(4-(tert-butylcarbamoyl)-2-(((2-chloro-4-cyclopropyl-phenyl)sulfonyl)amino)phenoxy)-5-chloro-2-fluoro-phenyl)acetic acid methyl ester; With ethanol; water; sodium hydroxide;

With citric acid; at 60 ℃; Product distribution / selectivity;

Reference yield: 58.0%

tert-butyl 2-(4-(4-(tert-butylcarbamoyl)-2-(((2-chloro-4-cyclopropyl-phenyl)sulfonyl)amino)phenoxy)-5-chloro-2-fluorophenyl)acetate (1169483-88-8) → Vidupiprant (1169483-24-2)

Guidance literature:

With hydrogen bromide; acetic acid; at 10 - 20 ℃; Product distribution / selectivity;

Reference yield:

C19H20ClFN2O4 (1274666-57-7) → Vidupiprant (1169483-24-2)

Guidance literature:

Multi-step reaction with 3 steps

1: sulfuric acid / 5 h / 60 °C

2: 2,6-dimethylpyridine / tetrahydrofuran / 12 h / 60 °C

3: water; sodium hydroxide / 2 h / 20 °C

With 2,6-dimethylpyridine; sulfuric acid; water; sodium hydroxide; In tetrahydrofuran;

DOI:10.1021/ml1002234

upstream raw materials:

tert-butyl 2-(4-(4-(tert-butylcarbamoyl)-2-(((2-chloro-4-cyclopropyl-phenyl)sulfonyl)amino)phenoxy)-5-chloro-2-fluorophenyl)acetate

2-(4-(4-(tert-butylcarbamoyl)-2-(((2-chloro-4-cyclopropyl-phenyl)sulfonyl)amino)phenoxy)-5-chloro-2-fluoro-phenyl)acetic acid methyl ester

C₁₉H₂₀ClFN₂O₄

C₂₀H₂₂ClFN₂O₄

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