ethyl 3-(2,6-dichlorophenyl)-5-cyclopropylisoxazole-4-carboxylate

Base Information

• Chemical Name: ethyl 3-(2,6-dichlorophenyl)-5-cyclopropylisoxazole-4-carboxylate
• CAS No.: 1020569-65-6
• Molecular Formula: C15H13Cl2NO3
• Molecular Weight: 326.179
• Hs Code.: 2934999090
• Mol file: 1020569-65-6.mol

Synonyms:ethyl 3-(2,6-dichlorophenyl)-5-cyclopropylisoxazole-4-carboxylate;ethyl 5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazole-4-carboxylate

Chemical Property of ethyl 3-(2,6-dichlorophenyl)-5-cyclopropylisoxazole-4-carboxylate

Chemical Property:

• Boiling Point: 445.4±45.0 °C(Predicted)
• PKA: -5.92±0.50(Predicted)
• PSA: 52.33000
• Density: 1.376±0.06 g/cm3(Predicted)
• LogP: 4.70250

Purity/Quality:

99% ^*data from raw suppliers

Ethyl 5-cyclopropyl-3-(2,6-dichlorophenyl)-1,2-oxazole-4-carboxylate 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ethyl 3-(2,6-dichlorophenyl)-5-cyclopropylisoxazole-4-carboxylate

There total 8 articles about ethyl 3-(2,6-dichlorophenyl)-5-cyclopropylisoxazole-4-carboxylate 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: 86.0%

α-chloro-2,6-dichlorobenzaldoxime + Ethyl 3-cyclopropyl-3-oxopropionate (24922-02-9) → ethyl 5-cyclopropyl-3-(2,6-dichlorophenyl)-1,2-oxazole-4-carboxylate (1020569-65-6)

Guidance literature:

With triethylamine; In water; N,N-dimethyl-formamide; at 20 ℃; for 16h;

Reference yield: 75.0%

2,6-dichlorobenzohydroximoyl chloride (6579-27-7) + Ethyl 3-cyclopropyl-3-oxopropionate (24922-02-9) → ethyl 5-cyclopropyl-3-(2,6-dichlorophenyl)-1,2-oxazole-4-carboxylate (1020569-65-6)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 16h;

Reference yield: 59.0%

2,6-Dichloro-N-hydroxybenzenecarboximidoyl chloride (6579-27-7) + Ethyl 3-cyclopropyl-3-oxopropionate (24922-02-9) → ethyl 5-cyclopropyl-3-(2,6-dichlorophenyl)-1,2-oxazole-4-carboxylate (1020569-65-6)

Guidance literature:

Ethyl 3-cyclopropyl-3-oxopropionate; With triethylamine; at 25 ℃; for 5h;

2,6-Dichloro-N-hydroxybenzenecarboximidoyl chloride; at 25 ℃; for 12h;

DOI:10.1016/j.bmc.2021.116280

upstream raw materials:

2,6-dichlorobenzohydroximoyl chloride

2,6-Dichloro-N-hydroxybenzenecarboximidoyl chloride

Ethyl 3-cyclopropyl-3-oxopropionate

2,6-dichlorobenzaldehyde

Downstream raw materials:

4-(hydroxymethyl)-5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazole

(-)-3-(2-(2-chloro-4-((5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazol-4-yl)methoxy)phenyl)cyclopropyl)benzoic acid

4-(chloromethyl)-5-cyclopropyl-3-(2,6-dichlorophenyl)-1,2-oxazole

4-((4-(2-(6-(1H-tetrazol-5-yl)pyridin-3-yl)cyclopropyl)-3-chlorophenoxy)methyl)-5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazole

Refernces

• 1、 -. "COMPOUNDS USEFUL IN MODULATING THE FARNESOID X RECEPTOR AND METHODS OF MAKING AND USING THE SAME". . . Retrieved 2020/03/02.
• 2、 -. "HETEROCYCLIC FXR MODULATORS". . . Retrieved 2018/05/16.