Imidazo[1,2-A]pyridine-8-carbaldehyde

Base Information

• Chemical Name: Imidazo[1,2-A]pyridine-8-carbaldehyde
• CAS No.: 136117-74-3
• Molecular Formula: C8H6N2O
• Molecular Weight: 146.148
• Hs Code.: 2933990090
• European Community (EC) Number: 803-037-8
• DSSTox Substance ID: DTXSID30451167
• Nikkaji Number: J1.638.149G
• Wikidata: Q82271050
• Mol file: 136117-74-3.mol

Synonyms:IMIDAZO[1,2-A]PYRIDINE-8-CARBALDEHYDE;136117-74-3;IMIDAZO[1,2-A]PYRIDINE-8-CARBOXALDEHYDE;Imidazo[1,2-a]pyridine-8-carboxaldehyde (9CI);MFCD06739248;SCHEMBL2317243;DTXSID30451167;NVRSZEFZHMVGRS-UHFFFAOYSA-N;AKOS006292621;CS-W022758;DS-1770;PB17375;SY042067;FT-0650313;EN300-195925;Imidazo[1,2-a]pyridine-8-carbaldehyde, AldrichCPR;Z1198169960;2,3,6,7,7a,8,10a,10b-Octahydro-1a,5-dimethyl-8-methyleneoxireno(9,10)cyclodeca(1,2-b)furan-9(1aH)-one

Chemical Property of Imidazo[1,2-A]pyridine-8-carbaldehyde

Chemical Property:

• Refractive Index: 1.641
• PKA: 4.15±0.50(Predicted)
• PSA: 34.37000
• Density: 1.25 g/cm³
• LogP: 1.14680
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 146.048012819
• Heavy Atom Count: 11
• Complexity: 160

Purity/Quality:

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

Imidazo[1,2-a]pyridine-8-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN2C=CN=C2C(=C1)C=O

Technology Process of Imidazo[1,2-A]pyridine-8-carbaldehyde

There total 8 articles about Imidazo[1,2-A]pyridine-8-carbaldehyde 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: 85.0%

8-hydroxymethylimidazo[1,2-a]pyridine (111477-17-9) → 8-imidazo<1,2-a>pyridinecarboxaldehyde (136117-74-3)

Guidance literature:

With manganese(IV) oxide; In chloroform; for 1.5h; Heating;

DOI:10.1021/jo015582x

Reference yield: 57.0%

methyl 8-imidazo<1,2-a>pyridinecarboxylate (133427-07-3) → 8-imidazo<1,2-a>pyridinecarboxaldehyde (136117-74-3)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; at -60 ℃;

DOI:10.1248/cpb.39.1556

Reference yield: 21.0%

imidazo[1,2-a]pyridine-8-carboxylic acid ethyl ester (158020-74-7) → 8-imidazo<1,2-a>pyridinecarboxaldehyde (136117-74-3)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; at -70 ℃; for 3h;

DOI:10.1021/jo015582x

upstream raw materials:

methyl 8-imidazo<1,2-a>pyridinecarboxylate

8-hydroxymethylimidazo[1,2-a]pyridine

imidazo[1,2-a]pyridine-8-carboxylic acid ethyl ester

2-aminopyridine-3-carboxylic acid ethyl ester

Downstream raw materials:

(Z)-ethyl α-[(triphenylphosphoranylideneamino)-β-(imidazo[1,2-a]pyridin-8-yl)]propenoate

3-bromoimidazo[1,2-a]pyridine-8-carbaldehyde

cis-3-[(2,3-dichlorophenyl)oxy]-N-(imidazo[1,2-a]pyridin-8-ylmethyl)cyclobutamine

trans-3-{[4-fluoro-3-(trifluoromethyl)phenyl]oxy}-N-(imidazo[1,2-a]pyridin-8-ylmethyl)cyclobutanamine, hydrochloride

Refernces

• 1、 -. "IMIDAZO [1, 2-A] PYRROLO [3, 2-C] PYRIDINE COMPOUNDS USEFUL AS PESTIVIRUS INHIBITORS". Page/Page column 20; 21. . Retrieved 2010/04/30.
• 2、 Chezal,Moreau,Delmas,Gueiffier,Blache,Grassy,Lartigue,Chavignon,Teulade. "Heterocyclization of functionalized vinylic derivatives of imidazo[1,2-α]pyridines". . p. 6576 - 6584. Retrieved 2007/10/03.