N-(3,5-dichloropyrid-4-yl)-(1-(4-fluorobenzyl)-5-hydroxy-indole-3-yl)glyoxylic acid amide

Base Information

• Chemical Name: N-(3,5-dichloropyrid-4-yl)-(1-(4-fluorobenzyl)-5-hydroxy-indole-3-yl)glyoxylic acid amide
• CAS No.: 257892-33-4
• Deprecated CAS: 247584-20-9
• Molecular Formula: C22H14Cl2FN3O3
• Molecular Weight: 458.275
• UNII: 550671J24D
• DSSTox Substance ID: DTXSID60180453
• Nikkaji Number: J1.525.747D
• Wikidata: Q27261253
• ChEMBL ID: CHEMBL3218685
• Mol file: 257892-33-4.mol

Synonyms:AWD 12-281;N-(3,5-dichloropyrid-4-yl)-(1-(4-fluorobenzyl)-5-hydroxy-indole-3-yl)glyoxylic acid amide

Chemical Property of N-(3,5-dichloropyrid-4-yl)-(1-(4-fluorobenzyl)-5-hydroxy-indole-3-yl)glyoxylic acid amide

Chemical Property:

• PSA: 87.45000
• Density: 1.49 g/cm³
• LogP: 4.47940
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 457.0396249
• Heavy Atom Count: 31
• Complexity: 654

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CN2C=C(C3=C2C=CC(=C3)O)C(=O)C(=O)NC4=C(C=NC=C4Cl)Cl)F

Technology Process of N-(3,5-dichloropyrid-4-yl)-(1-(4-fluorobenzyl)-5-hydroxy-indole-3-yl)glyoxylic acid amide

There total 4 articles about N-(3,5-dichloropyrid-4-yl)-(1-(4-fluorobenzyl)-5-hydroxy-indole-3-yl)glyoxylic acid amide 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: 95.0%

N-(3,5-dichloropyridin-4-yl) [5-benzyloxy-1-(4-fluorobenzyl)-indol-3-yl]-glyoxylic acid amide (656237-85-3) → N-(3,5-dichloro-4-pyridinyl)-2-[1-(4-fluorobenzyl)-5-hydroxy-1H-indol-3-yl]-2-oxoacetamide (418794-42-0,247584-20-9,257892-33-4)

Guidance literature:

N-(3,5-dichloropyridin-4-yl) [5-benzyloxy-1-(4-fluorobenzyl)-indol-3-yl]-glyoxylic acid amide; With boron tribromide; In toluene; at 75 - 80 ℃; for 3h;

With water; potassium carbonate; In toluene; at 20 ℃; Product distribution / selectivity;

Reference yield:

N-(3,5-dichloropyridin-4-yl)-2-[1-(4-fluorobenzyl)-5-methoxyindol-3-yl]-2-oxoacetamide + ethane-1,2-dithiol (540-63-6) → N-(3,5-dichloro-4-pyridinyl)-2-[1-(4-fluorobenzyl)-5-hydroxy-1H-indol-3-yl]-2-oxoacetamide (418794-42-0,247584-20-9,257892-33-4)

Guidance literature:

With hydrogenchloride; aluminium chloride; In dichloromethane;

Reference yield:

N-(3,5-dichloropyridin-4-yl)-2-[1-(4-fluorobenzyl)-5-methoxyindol-3-yl]-2-oxoacetamide + sodium hydrogencarbonate (144-55-8) → N-(3,5-dichloro-4-pyridinyl)-2-[1-(4-fluorobenzyl)-5-hydroxy-1H-indol-3-yl]-2-oxoacetamide (418794-42-0,247584-20-9,257892-33-4)

Guidance literature:

With boron tribromide; In ethanol; dichloromethane;

upstream raw materials:

N-(3,5-dichloropyridin-4-yl) [5-benzyloxy-1-(4-fluorobenzyl)-indol-3-yl]-glyoxylic acid amide

sodium hydrogencarbonate

ethane-1,2-dithiol