2-(2-Chloro-4-iodophenylamino)-3,4-difluorobenzoic acid

Base Information

• Chemical Name: 2-(2-Chloro-4-iodophenylamino)-3,4-difluorobenzoic acid
• CAS No.: 303175-44-2
• Molecular Formula: C13H7ClF2INO2
• Molecular Weight: 409.558
• European Community (EC) Number: 877-579-9
• UNII: 4RZD8LK83V
• DSSTox Substance ID: DTXSID80435811
• Nikkaji Number: J2.227.382E
• Wikidata: Q82250918
• NCI Thesaurus Code: C183111
• ChEMBL ID: CHEMBL481949
• Mol file: 303175-44-2.mol

Synonyms:2-(2-chloro-4-iodophenylamino)-N-3,4-difluorobenzoic acid;ATR-002;ATR002

Chemical Property of 2-(2-Chloro-4-iodophenylamino)-3,4-difluorobenzoic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 230-231 °C
• Boiling Point: 401.5±45.0 °C(Predicted)
• PKA: 3.25±0.36(Predicted)
• PSA: 49.33000
• Density: 1.946±0.06 g/cm3(Predicted)
• LogP: 4.73760
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 408.91781
• Heavy Atom Count: 20
• Complexity: 363

Purity/Quality:

97% ^*data from raw suppliers

2-(2-Chloro-4-iodophenylamino)-3,4-difluorobenzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1I)Cl)NC2=C(C=CC(=C2F)F)C(=O)O
• Recent ClinicalTrials: Safety, Tolerability, Pharmacokinetics, Pharmacodynamics, Food Effect and DDI of Ascending Doses of the MEK Inhibitor Zapnometinib
• Recent EU Clinical Trials: RESPIRE - A Randomized, Double-Blind, Placebo-Controlled, Multi-Centre Clinical Trial to Evaluate the Safety and Efficacy of ATR-002 in Adult Hospitalized Patients with COVID-19
• Uses: 2-(2-Chloro-4-iodophenylamino)-3,4-difluorobenzoic Acid (cas# 303175-44-2) is a compound useful in organic synthesis.

Technology Process of 2-(2-Chloro-4-iodophenylamino)-3,4-difluorobenzoic acid

There total 4 articles about 2-(2-Chloro-4-iodophenylamino)-3,4-difluorobenzoic 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: 94.0%

2-chloro-4-iodoaniline (42016-93-3) + 2,3,4,-trifluorobenzoic acid (61079-72-9) → 3,4-difluoro-2-(2-chloro-4-iodophenylamino)-benzoic acid (303175-44-2) + C13H7ClF2INO2

Guidance literature:

2-chloro-4-iodoaniline; 2,3,4,-trifluorobenzoic acid; With sodium amide; Inert atmosphere;

With hydrogenchloride; In water; Inert atmosphere;

DOI:10.1021/op0501242

Reference yield: 90.0%

2-chloro-4-iodoaniline (42016-93-3) + 2,3,4,-trifluorobenzoic acid (61079-72-9) → 3,4-difluoro-2-(2-chloro-4-iodophenylamino)-benzoic acid (303175-44-2)

Guidance literature:

2-chloro-4-iodoaniline; 2,3,4,-trifluorobenzoic acid; With lithium amide; In tetrahydrofuran; at 30 - 50 ℃; for 4h; Inert atmosphere; Large scale;

With hydrogenchloride; In tetrahydrofuran; water; at 50 ℃; Solvent; Temperature; Reagent/catalyst; Inert atmosphere; Large scale;

DOI:10.1021/op0501242

Reference yield:

sodium salt of 2,3,4-trifluorobenzoic acid + lithium hydride powder + 2-chloro-4-iodoaniline (42016-93-3) → 3,4-difluoro-2-(2-chloro-4-iodophenylamino)-benzoic acid (303175-44-2)

Guidance literature:

With aqueous hydrochloric acid; In acetonitrile;

upstream raw materials:

2-chloro-4-iodoaniline

2,3,4,-trifluorobenzoic acid

Downstream raw materials:

2-(2-chloro-4-iodophenylamino)-N-(cyclopropylmethoxy)-3,4-difluorobenzamide

2-(2-Chloro-4-iodo-phenylamino)-3,4-difluoro-benzoic acid pentafluorophenyl ester