(E)-Ethyl 3-(imidazo[1,2-a]pyridin-3-yl)acrylate

Base Information

• Chemical Name: (E)-Ethyl 3-(imidazo[1,2-a]pyridin-3-yl)acrylate
• CAS No.: 400037-31-2
• Molecular Formula: C₁₂H₁₂N₂O₂
• Molecular Weight: 216.239
• Hs Code.: 2933399990
• European Community (EC) Number: 806-899-3
• Wikidata: Q76511783
• Mol file: 400037-31-2.mol

Synonyms:400037-31-2;(E)-Ethyl 3-(imidazo[1,2-a]pyridin-3-yl)acrylate;2-Propenoic acid, 3-imidazo[1,2-a]pyridin-3-yl-, ethyl ester, (2E)-;ethyl (E)-3-imidazo[1,2-a]pyridin-3-ylprop-2-enoate;Ethyl (2E)-3-{imidazo[1,2-a]-pyridin-3-yl}prop-2-enoate;ethyl (2E)-3-{imidazo[1,2-a]pyridin-3-yl}prop-2-enoate;(E)-Ethyl3-(imidazo[1,2-a]pyridin-3-yl)acrylate;SCHEMBL7229774;XPDPVQJYGZTQLK-VOTSOKGWSA-N;AKOS016006278;AM86108;SS-6021;CS-0452131;F18171;A873507;(E)-Ethyl-3-(imidazo[1,2-a]pyridin-3-yl)acrylate;Ethyl (E)-3-(imidazo[1,2-a]pyridin-3-yl)acrylate

Chemical Property of (E)-Ethyl 3-(imidazo[1,2-a]pyridin-3-yl)acrylate

Chemical Property:

• PKA: 5.36±0.50(Predicted)
• PSA: 43.60000
• Density: 1.15±0.1 g/cm3(Predicted)
• LogP: 1.91060
• Storage Temp.: 2-8°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 216.089877630
• Heavy Atom Count: 16
• Complexity: 278

Purity/Quality:

97% ^*data from raw suppliers

(2E)-3-Imidazo[1,2-a]pyridin-3-yl-2-propenoicAcidEthylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C=CC1=CN=C2N1C=CC=C2
• Isomeric SMILES: CCOC(=O)/C=C/C1=CN=C2N1C=CC=C2

Technology Process of (E)-Ethyl 3-(imidazo[1,2-a]pyridin-3-yl)acrylate

There total 2 articles about (E)-Ethyl 3-(imidazo[1,2-a]pyridin-3-yl)acrylate 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: 54.0%

→ (E)-ethyl 3-(imidazo[1,2-a]pyridin-3-yl)acrylate (400037-31-2)

Guidance literature:

Reference yield:

ethyl (triphenylphosphoranylidene)acetate (1099-45-2) + imidazo[1,2-a]pyridine-3-carbaldehyde (6188-43-8) → (E)-ethyl 3-(imidazo[1,2-a]pyridin-3-yl)acrylate (400037-31-2)

Guidance literature:

In tetrahydrofuran; at 20 - 65 ℃;

Reference yield:

(E)-ethyl 3-(imidazo[1,2-a]pyridin-3-yl)acrylate (400037-31-2) → (E)-tert-butyl (2-(3-(imidazo[1,2-a]pyridin-3-yl)acrylamido)phenyl)carbamate (1396722-13-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium hydroxide; water / ethanol; tetrahydrofuran / 3 h / 50 °C

1.2: pH 4

2.1: N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 20 °C / Inert atmosphere

With water; N-ethyl-N,N-diisopropylamine; HATU; potassium hydroxide; In tetrahydrofuran; ethanol; dichloromethane;

upstream raw materials:

ethyl (triphenylphosphoranylidene)acetate

imidazo[1,2-a]pyridine-3-carbaldehyde

Downstream raw materials:

(E)-tert-butyl (2-(3-(imidazo[1,2-a]pyridin-3-yl)acrylamido)phenyl)carbamate