N-(5-(4-(bromomethyl)phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl)cyclopropanecarboxamide

Base Information

• Chemical Name: N-(5-(4-(bromomethyl)phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl)cyclopropanecarboxamide
• CAS No.: 1206163-59-8
• Molecular Formula: C₁₇H₁₅BrN₄O
• Molecular Weight: 371.236
• Mol file: 1206163-59-8.mol

Synonyms:cyclopropanecarboxylic acid [5-(4-bromomethyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]-amide

Chemical Property of N-(5-(4-(bromomethyl)phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl)cyclopropanecarboxamide

Chemical Property:

• PKA: 8.00±0.20(Predicted)
• Density: 1.63±0.1 g/cm3(Predicted)

Purity/Quality:

98.5% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-(5-(4-(bromomethyl)phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl)cyclopropanecarboxamide

There total 10 articles about N-(5-(4-(bromomethyl)phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl)cyclopropanecarboxamide 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: 86.2%

N-[5-(4-methylphenyl)-[1,2,4]trithiazole[1,5-a]pyridin-2-yl]cyclopropanecarboxamide (1142936-90-0) → cyclopropanecarboxylic acid [5-(4-bromomethyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]-amide (1206163-59-8)

Guidance literature:

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In tetrachloromethane; for 10h; Reflux;

Reference yield:

cyclopropanecarboxylic acid [5-(4-hydroxymethyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]-amide (1142936-49-9) → cyclopropanecarboxylic acid [5-(4-bromomethyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]-amide (1206163-59-8)

Guidance literature:

With phosphorus tribromide; In chloroform; at 20 ℃; for 20h;

Reference yield:

5-Bromo-[1,2,4]Triazolo[1,5-a]pyridine-2-ylamine (1010120-55-4) → cyclopropanecarboxylic acid [5-(4-bromomethyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]-amide (1206163-59-8)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / acetonitrile

2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate / 1,4-dioxane; water / 90 °C

3: phosphorus tribromide / chloroform

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; phosphorus tribromide; potassium carbonate; triethylamine; In 1,4-dioxane; chloroform; water; acetonitrile; 2: |Suzuki Coupling;

DOI:10.1358/dof.2014.039.08.2185917

upstream raw materials:

cyclopropanecarboxylic acid [5-(4-hydroxymethyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]-amide

2-Amino-6-bromopyridine

ethyl N-[(6-bromopyridin-2-yl)carbamothioyl]carbamate

5-Bromo-[1,2,4]Triazolo[1,5-a]pyridine-2-ylamine

Downstream raw materials:

N-(5-{4-[(1,1-dioxo-1λ⁶-thiomorpholin-4-yl)methyl]phenyl}-[1,2,4]triazolo[1,5-a]pyridin-2-yl)cyclopropanecarboxamide