5H,6H,7H,8H-imidazo[1,2-a]pyridine-6-carboxylic acid

Base Information

• Chemical Name: 5H,6H,7H,8H-imidazo[1,2-a]pyridine-6-carboxylic acid
• CAS No.: 139183-98-5
• Molecular Formula: C9H12N2O2
• Molecular Weight: 180.20400
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID20445297
• Mol file: 139183-98-5.mol

Synonyms:744171-82-2;5H,6H,7H,8H-imidazo[1,2-a]pyridine-6-carboxylic acid;5,6,7,8-Tetrahydro-imidazo[1,2-a]pyridine-6-carboxylic acid;5,6,7,8-Tetrahydroimidazo[1,2-a]pyridine-6-carboxylic acid;Imidazo[1,2-a]pyridine-6-carboxylicacid, 5,6,7,8-tetrahydro-;5,6,7,8-Tetrahydro-imidazo[1,2-a]pyridine-6-carboxylic acid hydrochloride;SCHEMBL8985233;DTXSID20445297;AKOS015995530;PB21354;BS-13698;CS-0050469;EN300-57092;Z871868026;5,6,7,8-Tetrahydro-imidazo[1,2-a]pyridine-6-carboxylicacid

Chemical Property of 5H,6H,7H,8H-imidazo[1,2-a]pyridine-6-carboxylic acid

Chemical Property:

• Boiling Point: 340.9±35.0 °C(Predicted)
• PKA: 7.16±0.40(Predicted)
• PSA: 44.12000
• Density: 1.29
• LogP: 0.61850
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 166.074227566
• Heavy Atom Count: 12
• Complexity: 196

Purity/Quality:

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

5,6,7,8-Tetrahydro-imidazo[1,2-a]pyridine-6-carboxylicacidmethylester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=NC=CN2CC1C(=O)O

Technology Process of 5H,6H,7H,8H-imidazo[1,2-a]pyridine-6-carboxylic acid

There total 2 articles about 5H,6H,7H,8H-imidazo[1,2-a]pyridine-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: 46.0%

Imidazo[1,2-a]pyridine-6-carboxylic acid methyl ester; compound with sulfuric acid → methyl 5,6,7,8-tetrahydroimidazo[1,2-a]pyridine-6-carboxylate (139183-98-5)

Guidance literature:

With hydrogen; acetic acid; palladium on activated charcoal; at 70 ℃; for 15h; under 49400 Torr;

DOI:10.1248/cpb.44.991

Reference yield:

methyl 6-imidazo<1,2-a>pyridinecarboxylate (136117-69-6) → methyl 5,6,7,8-tetrahydroimidazo[1,2-a]pyridine-6-carboxylate (139183-98-5)

Guidance literature:

With 5%-palladium/activated carbon; acetic acid; at 50 ℃; for 16h; under 1551.49 Torr;

Reference yield: 98.0%

methyl 5,6,7,8-tetrahydroimidazo[1,2-a]pyridine-6-carboxylate (139183-98-5) → Hydrochloride of 5,6,7,8-tetrahydroimidazo[1,2-a]pyridine-6-carboxylic acid (139183-99-6)

Guidance literature:

With hydrogenchloride; Heating;

DOI:10.1248/cpb.44.991

upstream raw materials:

methyl 6-imidazo<1,2-a>pyridinecarboxylate

Downstream raw materials:

Hydrochloride of 5,6,7,8-tetrahydroimidazo[1,2-a]pyridine-6-carboxylic acid

Refernces

• 1、 Ohta, Mitsuaki,Suzuki, Takeshi,Koide, Tokuo,Matsuhisa, Akira,Furuya, Toshio,Miyata, Keiji,Yanagisawa, Isao. "Novel 5-hydroxytryptamine (5-HT3) receptor antagonists. I. Synthesis and structure-activity relationships of conformationally restricted fused imidazole derivatives". . p. 991 - 999. Retrieved 2007/10/03.