2-(4-(5-(3,4-Diethoxyphenyl)-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1H-inden-1-ylamino)ethanolhydrochloride

Base Information

• Chemical Name: 2-(4-(5-(3,4-Diethoxyphenyl)-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1H-inden-1-ylamino)ethanolhydrochloride
• CAS No.: 1094042-01-9
• Molecular Formula: C₂₃H₂₇N₃O₄
• Molecular Weight: 409.485
• Mol file: 1094042-01-9.mol

Synonyms:2-(4-(5-(3,4-Diethoxyphenyl)-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1H-inden-1-ylamino)ethanolhydrochloride;CYM 5442 hydrochloride;CYM 5442

Chemical Property of 2-(4-(5-(3,4-Diethoxyphenyl)-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1H-inden-1-ylamino)ethanolhydrochloride

Chemical Property:

• Boiling Point: 617.5±65.0 °C(Predicted)
• PKA: 14.73±0.10(Predicted)
• PSA: 89.64000
• Density: 1.27±0.1 g/cm3(Predicted)
• LogP: 4.16110
• Storage Temp.: Store at -20°C
• Solubility.: DMSO: >5mg/mL

Purity/Quality:

98%,99%, ^*data from raw suppliers

CYM 5442 hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: CYM 5442 is an extracellular lipid mediator whose major effects are mediated by G-protein-coupled receptors. These are important for vascular development.

Technology Process of 2-(4-(5-(3,4-Diethoxyphenyl)-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1H-inden-1-ylamino)ethanolhydrochloride

There total 4 articles about 2-(4-(5-(3,4-Diethoxyphenyl)-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1H-inden-1-ylamino)ethanolhydrochloride 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:

(±)-4-(5-(3,4-diethoxyphenyl)-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1H-inden-1-ol (1093827-52-1) + ethanolamine (141-43-5) → CYM-5442 (1094042-01-9)

Guidance literature:

(±)-4-(5-(3,4-diethoxyphenyl)-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1H-inden-1-ol; With pyridine; thionyl chloride; In dichloromethane; at 0 - 20 ℃;

ethanolamine; With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 50 ℃; for 48h; Product distribution / selectivity;

Reference yield:

(±)-1-hydroxy-2,3-dihydro-1H-indene-4-carbonitrile (125114-76-3,1306763-24-5) → CYM-5442 (1094042-01-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: hydroxylamine hydrochloride; potassium carbonate / ethanol / 16 h / Reflux

2.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 0.33 h / 20 °C

2.2: 1.08 h / 20 - 130 °C / Microwave irradiation

3.1: pyridine; thionyl chloride / dichloromethane / 0 - 20 °C

3.2: 48 h / 50 °C

With pyridine; thionyl chloride; hydroxylamine hydrochloride; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In ethanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

4-cyano-2,3-dihydro-1H-inden-1-one (60899-34-5) → CYM-5442 (1094042-01-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium tetrahydroborate; ethanol; silica gel / 0 - 20 °C

2.1: hydroxylamine hydrochloride; potassium carbonate / ethanol / 16 h / Reflux

3.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 0.33 h / 20 °C

3.2: 1.08 h / 20 - 130 °C / Microwave irradiation

4.1: pyridine; thionyl chloride / dichloromethane / 0 - 20 °C

4.2: 48 h / 50 °C

With pyridine; sodium tetrahydroborate; thionyl chloride; ethanol; hydroxylamine hydrochloride; silica gel; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In ethanol; dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

(±)-4-(5-(3,4-diethoxyphenyl)-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1H-inden-1-ol

ethanolamine

4-cyano-2,3-dihydro-1H-inden-1-one

(±)-1-hydroxy-2,3-dihydro-1H-indene-4-carbonitrile

Refernces