4-[Hydroxy-(2-methylimidazo[1,2-a]pyridin-3-yl)methylidene]-1-(2-methoxyethyl)-5-(4-propoxyphenyl)pyrrolidine-2,3-dione

Base Information

• Chemical Name: 4-[Hydroxy-(2-methylimidazo[1,2-a]pyridin-3-yl)methylidene]-1-(2-methoxyethyl)-5-(4-propoxyphenyl)pyrrolidine-2,3-dione
• CAS No.: 7068-05-5
• Molecular Formula: C25H27N3O5
• Molecular Weight: 449.499
• DSSTox Substance ID: DTXSID50414850
• Mol file: 7068-05-5.mol

Synonyms:7068-05-5;4-[hydroxy-(2-methylimidazo[1,2-a]pyridin-3-yl)methylidene]-1-(2-methoxyethyl)-5-(4-propoxyphenyl)pyrrolidine-2,3-dione;DTXSID50414850

Chemical Property of 4-[Hydroxy-(2-methylimidazo[1,2-a]pyridin-3-yl)methylidene]-1-(2-methoxyethyl)-5-(4-propoxyphenyl)pyrrolidine-2,3-dione

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: 1.28g/cm³
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 449.19507097
• Heavy Atom Count: 33
• Complexity: 748

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCOC1=CC=C(C=C1)C2C(=C(C3=C(N=C4N3C=CC=C4)C)O)C(=O)C(=O)N2CCOC

Technology Process of 4-[Hydroxy-(2-methylimidazo[1,2-a]pyridin-3-yl)methylidene]-1-(2-methoxyethyl)-5-(4-propoxyphenyl)pyrrolidine-2,3-dione

There total 2 articles about 4-[Hydroxy-(2-methylimidazo[1,2-a]pyridin-3-yl)methylidene]-1-(2-methoxyethyl)-5-(4-propoxyphenyl)pyrrolidine-2,3-dione 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:

2,2-ethylenedioxy-2,3,4,7-tetrahydroindene (67272-12-2) + Ethyl trichloroacetate (515-84-4) → (3aα,7aα)-8,8-dichloro-2,2-ethylenedioxy-2,3,4,7-tetrahydro-3a,7a-methano-1H-indene (7068-05-5)

Guidance literature:

With methanol; In Petroleum ether; for 6h; Ambient temperature;

Reference yield:

→ (3aα,7aα)-8,8-dichloro-2,2-ethylenedioxy-2,3,4,7-tetrahydro-3a,7a-methano-1H-indene (7068-05-5)

Guidance literature:

4,7-Dihydro-indan-2-on-ethylenketal, Dichlorcarben (aus CHCl3 u. K-tert.-butylat);

Reference yield:

(3aα,7aα)-8,8-dichloro-2,2-ethylenedioxy-2,3,4,7-tetrahydro-3a,7a-methano-1H-indene (7068-05-5) → C19H17Cl2N3O3 (120428-77-5)

Guidance literature:

Multi-step reaction with 6 steps

1: 92 percent / m-chloroperoxybenzoic acid / CH₂Cl₂ / Ambient temperature

2: 50 percent / lithium diisopropylamide (LDA) / tetrahydrofuran / 2.5 h / 0 - 5 °C

3: 60 percent / Zn/Ag / diethyl ether / 17 h / Heating

4: 60 percent / triethylamine / CH₂Cl₂ / 1 h / 0 - 5 °C

5: 1.) NaBH₄, 2.) 1,8-diazabicyclo<5.4.0>undec-7-ene (DBU) / 1.) methanol, RT, 1 h, 2.) benzene, reflux, 5.5 h

6: 90 percent / CH₂Cl₂ / Ambient temperature

With sodium tetrahydroborate; silver; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 3-chloro-benzenecarboperoxoic acid; zinc; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; dichloromethane;

upstream raw materials:

2,2-ethylenedioxy-2,3,4,7-tetrahydroindene

Ethyl trichloroacetate

Downstream raw materials:

C₁₉H₁₇Cl₂N₃O₃

Refernces