Ethyl (6-BroMo-pyridin-2-ylaMino)carbonothioylcarbaMate

Base Information

• Chemical Name: Ethyl (6-BroMo-pyridin-2-ylaMino)carbonothioylcarbaMate
• CAS No.: 1010120-59-8
• Molecular Formula: C₉H₁₀BrN₃O₂S
• Molecular Weight: 304.167
• Mol file: 1010120-59-8.mol

Synonyms:Ethyl (6-BroMo-pyridin-2-ylaMino)carbonothioylcarbaMate;ethyl (6-bromopyridin-2-yl)carbamothioylcarbamate;1-(6-bromopyridin-2-yl)-3-(ethoxycarbonyl)thiourea

Chemical Property of Ethyl (6-BroMo-pyridin-2-ylaMino)carbonothioylcarbaMate

Chemical Property:

• PKA: 6.19±0.70(Predicted)
• PSA: 105.87000
• Density: 1.643±0.06 g/cm3(Predicted)
• LogP: 2.71190

Purity/Quality:

99.9% ^*data from raw suppliers

Ethyl(6-Bromo-pyridin-2-ylamino)carbonothioylcarbamate 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Ethyl (6-BroMo-pyridin-2-ylaMino)carbonothioylcarbaMate

There total 2 articles about Ethyl (6-BroMo-pyridin-2-ylaMino)carbonothioylcarbaMate 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: 100.0%

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

Guidance literature:

Reference yield: 90.0%

2-Amino-6-bromopyridine (19798-81-3,1184170-10-2) + Ethoxycarbonyl isothiocyanate (16182-04-0) → ethyl N-[(6-bromopyridin-2-yl)carbamothioyl]carbamate (1010120-59-8)

Guidance literature:

In dichloromethane;

DOI:10.1016/j.bmcl.2013.06.008

Reference yield:

ethyl N-[(6-bromopyridin-2-yl)carbamothioyl]carbamate (1010120-59-8) → N-(5-{4-[(1,1-dioxo-1λ6-thiomorpholin-4-yl)methyl]phenyl}-[1,2,4]triazolo[1,5-a]pyridin-2-yl)cyclopropanecarboxamide (1206161-97-8)

Guidance literature:

Multi-step reaction with 3 steps

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

2: triethylamine / acetonitrile

3: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate / 1,4-dioxane; water / 90 °C

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; 3: |Suzuki Coupling;

DOI:10.1358/dof.2014.039.08.2185917

upstream raw materials:

2-Amino-6-bromopyridine

Ethoxycarbonyl isothiocyanate

Downstream raw materials:

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

4-[2-(cyclopropanecarbonylamino)-[1,2,4]triazolo[1,5-a]pyridin-5-yl]benzoic acid

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

N-(5-(2-fluoro-4-methoxyphenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl) cyclopropane carboxamide

Refernces

• 1、 Chen, Dawei,Jiang, Yuyang,Li, Anqi,Liu, Zijian,Lu, Kuan,Wu, Weibin,Xiao, Boren,Yuan, Zigao,Zhai, Xin,Zhang, Cunlong. "Discovery of triazolo [1,5-a] pyridine derivatives as novel JAK1/2 inhibitors". . . Retrieved 2020/05/18.
• 2、 Ahmed, Saleh,Ayscough, Andrew,Barker, Greg R.,Canning, Hannah E.,Davenport, Richard,Downham, Robert,Harrison, David,Jenkins, Kerry,Kinsella, Natasha,Livermore, David G.,Wright, Susanne,Ivetac, Anthony D.,Skene, Robert,Wilkens, Steven J.,Webster, Natalie A.,Hendrick, Alan G.. "1,2,4-Triazolo-[1,5-a]pyridine HIF Prolylhydroxylase Domain-1 (PHD-1) Inhibitors with a Novel Monodentate Binding Interaction". supporting information. p. 5663 - 5672. Retrieved 2017/07/22.