2-Indolizinecarboxylic acid, 5,6,7,8-tetrahydro-

Base Information

• Chemical Name: 2-Indolizinecarboxylic acid, 5,6,7,8-tetrahydro-
• CAS No.: 16959-59-4
• Molecular Formula: C₉H₁₁NO₂
• Molecular Weight: 165.192
• Mol file: 16959-59-4.mol

Synonyms:5,6,7,8-Tetrahydroindolizin-2-carbonsaeure;5,6,7,8-tetrahydro-indolizine-2-carboxylic acid;5,6,7,8-tetrahydroindolizin-2-carboxylic acid;

Chemical Property of 2-Indolizinecarboxylic acid, 5,6,7,8-tetrahydro-

Chemical Property:

• Melting Point: 131 - 134 °C
• Boiling Point: 370.6±30.0 °C(Predicted)
• PSA: 42.23000
• Density: 1.31±0.1 g/cm3(Predicted)
• LogP: 1.52260

Purity/Quality:

97% ^*data from raw suppliers

5,6,7,8-tetrahydroindolizine-2-carboxylicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Indolizinecarboxylic acid, 5,6,7,8-tetrahydro-

There total 7 articles about 2-Indolizinecarboxylic acid, 5,6,7,8-tetrahydro- 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: 98.0%

indolizine-2-carboxylic acid (3189-48-8) → 5,6,7,8-tetrahydroindolizine-2-carboxylic acid (16959-59-4)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In ethanol; at 80 ℃; for 6h; under 12001.2 Torr;

Reference yield:

methyl 5,6,7,8-tetrahydroindolizine-2-carboxylate (87281-44-5) → 5,6,7,8-tetrahydroindolizine-2-carboxylic acid (16959-59-4)

Guidance literature:

methyl 5,6,7,8-tetrahydroindolizine-2-carboxylate; With potassium hydroxide; In tetrahydrofuran; methanol; water; for 2h; Reflux;

With hydrogenchloride; In water; for 0.5h;

DOI:10.1016/j.ejmech.2019.111618

Reference yield:

pyridine-2-carbaldehyde (1121-60-4) → 5,6,7,8-tetrahydroindolizine-2-carboxylic acid (16959-59-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 1,4-diaza-bicyclo[2.2.2]octane / 1,4-dioxane; water / 24 h / 20 °C

2.1: Heating

3.1: Heating

4.1: palladium 10% on activated carbon; hydrogen / methanol / 2660.18 Torr

5.1: potassium hydroxide / water; tetrahydrofuran; methanol / 2 h / Reflux

5.2: 0.5 h

With 1,4-diaza-bicyclo[2.2.2]octane; palladium 10% on activated carbon; hydrogen; potassium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; water;

DOI:10.1016/j.ejmech.2019.111618

upstream raw materials:

indolizine-2-carboxylic acid

pyridine-2-carbaldehyde

2-(hydroxy-pyridin-2-yl-methyl)-acrylic acid methyl ester

methyl 2-[acetoxy(pyridin-2-yl)methyl]acrylate

Downstream raw materials:

3,4,6,7,8,9-hexahydropyrido[3,4-b]indolizin-1(2H)-one

2-bromo-6-(1-oxo-3,4,6,7,8,9-hexahydropyrido[3,4-b]indolizin-2(1H)-yl)benzyl acetate

2-(1-oxo-3,4,6,7,8,9-hexahydropyrido[3,4-b]indolizin-2(1H)-yl)-6-(4-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl acetate

2-(2-(hydroxymethyl)-3-(1-methyl-6-oxo-5-(pyrimidin-4-ylamino)-1,6-dihydropyridin-3-yl)phenyl)-3,4,6,7,8,9-hexahydropyrido[3,4-b]indolizin-1(2H)-one