Ethyl 8-methylimidazo[1,2-a]pyridine-2-carboxylate

Base Information

• Chemical Name: Ethyl 8-methylimidazo[1,2-a]pyridine-2-carboxylate
• CAS No.: 67625-40-5
• Molecular Formula: C₁₁H₁₂N₂O₂
• Molecular Weight: 204.228
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID30413927
• Wikidata: Q72491718
• Mol file: 67625-40-5.mol

Synonyms:67625-40-5;ethyl 8-methylimidazo[1,2-a]pyridine-2-carboxylate;8-Methylimidazo[1,2-a]pyridine-2-carboxylic acid ethyl ester;8-methyl-imidazo[1,2-a]pyridine-2-carboxylic acid ethyl ester;ethyl8-methylimidazo[1,2-a]pyridine-2-carboxylate;MFCD03419470;SCHEMBL102433;ethyl 8-methylH-imidazo[1,2-a]pyridine-2-carboxylate;DTXSID30413927;AKOS015843528;AB14490;DS-0129;FS-2927;SY109735;AM20061835;CS-0081075;FT-0685158;A835831;J-521239;8-Methylimidazo[1,2-a]pyridine-2-carboxylic acid ethyl ester, AldrichCPR

Chemical Property of Ethyl 8-methylimidazo[1,2-a]pyridine-2-carboxylate

Chemical Property:

• Melting Point: 68-69℃
• Refractive Index: 1.584
• PKA: 3.81±0.50(Predicted)
• PSA: 43.60000
• Density: 1.19 g/cm³
• LogP: 1.81940
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 204.089877630
• Heavy Atom Count: 15
• Complexity: 245

Purity/Quality:

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

8-Methylimidazo[1,2-a]pyridine-2-carboxylic acid ethyl ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CN2C=CC=C(C2=N1)C
• Uses: 8-Methylimidazo[1,2-a]pyridine-2-carboxylic acid ethyl ester

Technology Process of Ethyl 8-methylimidazo[1,2-a]pyridine-2-carboxylate

There total 2 articles about Ethyl 8-methylimidazo[1,2-a]pyridine-2-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: 69.0%

→ ethyl 8-methylimidazo<1,2-a>pyridine-2-carboxylate (67625-40-5)

Guidance literature:

Reference yield: 65.0%

3-methylpyridin-2-ylamine (1603-40-3) + ethyl Bromopyruvate (70-23-5) → ethyl 8-methylimidazo<1,2-a>pyridine-2-carboxylate (67625-40-5)

Guidance literature:

In ethanol; for 5h; Heating;

Reference yield:

ethyl 8-methylimidazo<1,2-a>pyridine-2-carboxylate (67625-40-5) → 3-(2-ethoxy-phenyl)-8-methyl-2H-2,4,4b,9-tetraaza-fluoren-1-one (859788-61-7)

Guidance literature:

Multi-step reaction with 5 steps

1: HNO₃; H₂SO₄ / 2 h / -5 - 0 °C

2: aq. NH₃ / tetrahydrofuran / 20 °C

3: H₂ / Pd/C / 50 °C

4: pyridine; DMAP / CH₂Cl₂

5: KOt-Bu / 2-methyl-propan-2-ol / Heating

With pyridine; dmap; ammonium hydroxide; sulfuric acid; potassium tert-butylate; hydrogen; nitric acid; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; tert-butyl alcohol;

DOI:10.1016/j.bmcl.2005.03.102

upstream raw materials:

3-methylpyridin-2-ylamine

ethyl Bromopyruvate

Downstream raw materials:

3-(2-ethoxy-phenyl)-8-methyl-2H-2,4,4b,9-tetraaza-fluoren-1-one

3-(2-ethoxy-benzoylamino)-8-methyl-imidazo[1,2-a]pyridine-2-carboxylic acid amide

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