GLPG₀₆₃₄

Base Information

• Chemical Name: GLPG₀₆₃₄
• CAS No.: 1010119-20-6
• Molecular Formula: C₁₇H₁₆N₄O₂
• Molecular Weight: 308.34
• Mol file: 1010119-20-6.mol

Synonyms:

Chemical Property of GLPG₀₆₃₄

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of GLPG₀₆₃₄

There total 5 articles about GLPG₀₆₃₄ 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: 15.0%

cyclopropanecarboxylic acid (5-bromo-[1,2,4]triazolo[1,5-a]pyridin-2-yl)-amide (1142943-96-1) + 4-methoxyphenylboronic acid (5720-07-0) → GLPG0634 (1010119-20-6)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate; In 1,4-dioxane; water; at 140 ℃; for 0.5h; Microwave irradiation;

DOI:10.1021/jm501262q

Reference yield:

2-Amino-6-bromopyridine (19798-81-3,1184170-10-2) → GLPG0634 (1010119-20-6)

Guidance literature:

Multi-step reaction with 4 steps

1: dichloromethane / 16 h / 5 - 20 °C

2: hydroxylamine hydrochloride; N-ethyl-N,N-diisopropylamine / ethanol; methanol / 3 h / Reflux

3: triethylamine / acetonitrile / 5 - 20 °C

4: potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; water / 0.5 h / 140 °C / Microwave irradiation

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; hydroxylamine hydrochloride; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; methanol; ethanol; dichloromethane; water; acetonitrile;

DOI:10.1021/jm501262q

Reference yield:

ethyl N-[(6-bromopyridin-2-yl)carbamothioyl]carbamate (1010120-59-8) → GLPG0634 (1010119-20-6)

Guidance literature:

Multi-step reaction with 3 steps

1: hydroxylamine hydrochloride; N-ethyl-N,N-diisopropylamine / ethanol; methanol / 3 h / Reflux

2: triethylamine / acetonitrile / 5 - 20 °C

3: potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; water / 0.5 h / 140 °C / Microwave irradiation

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; hydroxylamine hydrochloride; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; methanol; ethanol; water; acetonitrile;

DOI:10.1021/jm501262q

upstream raw materials:

2-Amino-6-bromopyridine

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

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

4-methoxyphenylboronic acid

Refernces

• 1、 -. "[1,2,4]TRIAZOLO[1,5-A]PYRIDINE AND [1,2,4]TRIAZOLO[1,5-C]PYRIMIDINE COMPOUNDS AND THEIR USE". Page/Page column 241. . Retrieved 2009/05/30.