indolizine-6-carboxylic acid

Base Information

• Chemical Name: indolizine-6-carboxylic acid
• CAS No.: 588720-42-7
• Molecular Formula: C9H7NO2
• Molecular Weight: 161.15738
• Hs Code.: 2933990090
• Mol file: 588720-42-7.mol

Synonyms:Indolizine-6-carboxylic acid;

Chemical Property of indolizine-6-carboxylic acid

Chemical Property:

• Refractive Index: 1.628
• PSA: 41.71000
• Density: 1.282 g/cm³
• LogP: 1.63750

Purity/Quality:

99% ^*data from raw suppliers

Indolizine-6-carboxylicacid 95%+ ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of indolizine-6-carboxylic acid

There total 3 articles about indolizine-6-carboxylic 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: 93.0%

ethyl indolizine-6-carboxylate (66182-01-2) → indolizine-6-carboxylic acid (588720-42-7)

Guidance literature:

With potassium hydroxide; In ethanol; at 20 ℃; for 1h;

DOI:10.1016/j.bmc.2006.09.019

Reference yield:

ethyl 6-prop-1-ynylnicotinate (588720-40-5) → indolizine-6-carboxylic acid (588720-42-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 35 percent / copper(I) chloride; triethylamine / 11 h / 130 °C

2: 93 percent / aq. potassium hydroxide / ethanol / 1 h / 20 °C

With potassium hydroxide; triethylamine; copper(l) chloride; In ethanol;

DOI:10.1016/j.bmc.2006.09.019

Reference yield:

6-chloro-3-pyridinecarboxylic acid ethyl ester (49608-01-7) → indolizine-6-carboxylic acid (588720-42-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 63 percent / triethylamine; Pd(PPh₃)2Cl₂ / 3 h / 60 °C

2: 35 percent / copper(I) chloride; triethylamine / 11 h / 130 °C

3: 93 percent / aq. potassium hydroxide / ethanol / 1 h / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; potassium hydroxide; triethylamine; copper(l) chloride; In ethanol;

DOI:10.1016/j.bmc.2006.09.019

upstream raw materials:

ethyl indolizine-6-carboxylate

ethyl 6-prop-1-ynylnicotinate

6-chloro-3-pyridinecarboxylic acid ethyl ester

Refernces

• 1、 Walker, Daniel P.,Wishka, Donn G.,Piotrowski, David W.,Jia, Shaojuan,Reitz, Steven C.,Yates, Karen M.,Myers, Jason K.,Vetman, Tatiana N.,Margolis, Brandon J.,Jacobsen, E. Jon,Acker, Brad A.,Groppi, Vincent E.,Wolfe, Mark L.,Thornburgh, Bruce A.,Tinholt, Paula M.,Cortes-Burgos, Luz A.,Walters, Rodney R.,Hester, Matthew R.,Seest, Eric P.,Dolak, Lester A.,Han, Fusen,Olson, Barbara A.,Fitzgerald, Laura,Staton, Brian A.,Raub, Thomas J.,Hajos, Mihaly,Hoffmann, William E.,Li, Kai S.,Higdon, Nicole R.,Wall, Theron M.,Hurst, Raymond S.,Wong, Erik H.F.,Rogers, Bruce N.. "Design, synthesis, structure-activity relationship, and in vivo activity of azabicyclic aryl amides as α7 nicotinic acetylcholine receptor agonists". . p. 8219 - 8248. Retrieved 2007/10/03.