Methyl 8-amino-2,3-dimethylimidazo[1,2-a]pyridine-6-carboxylate

Base Information

• Chemical Name: Methyl 8-amino-2,3-dimethylimidazo[1,2-a]pyridine-6-carboxylate
• CAS No.: 248919-96-2
• Molecular Formula: C11H13N3O2
• Molecular Weight: 219.24000
• DSSTox Substance ID: DTXSID801175545
• Mol file: 248919-96-2.mol

Synonyms:methyl 8-amino-2,3-dimethylimidazo[1,2-a]pyridine-6-carboxylate;248919-96-2;Imidazo[1,2-a]pyridine-6-carboxylic acid, 8-amino-2,3-dimethyl-, methyl ester;SCHEMBL4165967;PMBNZGLPCRRWTP-UHFFFAOYSA-N;DTXSID801175545;methyl 8-amino-2,3-dimethylimidazo[1.2-a]pyridine-6-carboxylate

Chemical Property of Methyl 8-amino-2,3-dimethylimidazo[1,2-a]pyridine-6-carboxylate

Chemical Property:

• PSA: 69.62000
• LogP: 1.90110
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 219.100776666
• Heavy Atom Count: 16
• Complexity: 284

Purity/Quality:

99% ^*data from raw suppliers

8-amino-2,3-dimethyl-Imidazo[1,2-a]pyridine-6-carboxylicacidmethylester 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(N2C=C(C=C(C2=N1)N)C(=O)OC)C

Technology Process of Methyl 8-amino-2,3-dimethylimidazo[1,2-a]pyridine-6-carboxylate

There total 2 articles about Methyl 8-amino-2,3-dimethylimidazo[1,2-a]pyridine-6-carboxylate 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: 49.0%

3-bromo-butanone (814-75-5) + 5,6-diamino-nicotinic acid methyl ester (104685-76-9) → 8-amino-2,3-dimethyl-imidazo[1,2-a]pyridine-6-carboxylic acid methyl ester (248919-96-2)

Guidance literature:

In acetonitrile; at 100 ℃; for 3h;

DOI:10.1016/j.bmcl.2007.08.003

Reference yield:

1-Bromo-2-butanone (816-40-0) + 5,6-diamino-nicotinic acid methyl ester (104685-76-9) → 8-amino-2,3-dimethyl-imidazo[1,2-a]pyridine-6-carboxylic acid methyl ester (248919-96-2)

Guidance literature:

In cyclohexanone;

Reference yield: 98.0%

8-amino-2,3-dimethyl-imidazo[1,2-a]pyridine-6-carboxylic acid methyl ester (248919-96-2) + benzaldehyde (100-52-7) → 8-(benzylidene-amino)-2,3-dimethyl-imidazo[1,2-a]pyridine-6-carboxylic acid methyl ester

Guidance literature:

In toluene; for 6h; Heating / reflux; Dean-Stark apparatus;

upstream raw materials:

1-Bromo-2-butanone

5,6-diamino-nicotinic acid methyl ester

3-bromo-butanone

Downstream raw materials:

methyl 2,3-dimethyl-8-(2,6-dimethylbenzylamino)-imidazo[1,2-a]pyridine-6-carboxylate