4-(5-Bromopyridin-2-yl)thiomorpholine

Base Information

• Chemical Name: 4-(5-Bromopyridin-2-yl)thiomorpholine
• CAS No.: 223556-42-1
• Molecular Formula: C₉H₁₁BrN₂S
• Molecular Weight: 259.17
• DSSTox Substance ID: DTXSID70590120
• Wikidata: Q82483796
• Mol file: 223556-42-1.mol

Synonyms:4-(5-bromopyridin-2-yl)thiomorpholine;223556-42-1;4-(5-Bromo-pyridin-2-yl)-thiomorpholine;C9H11BrN2S;SCHEMBL4771151;DTXSID70590120;URPFCSWQQQCFIR-UHFFFAOYSA-N;AKOS010633511;CS-0214837;EN300-198208;G23739

Chemical Property of 4-(5-Bromopyridin-2-yl)thiomorpholine

Chemical Property:

• PSA: 41.43000
• LogP: 2.46230
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 257.98263
• Heavy Atom Count: 13
• Complexity: 162

Purity/Quality:

97% ^*data from raw suppliers

4-(5-Bromo-pyridin-2-yl)-thiomorpholine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CSCCN1C2=NC=C(C=C2)Br

Technology Process of 4-(5-Bromopyridin-2-yl)thiomorpholine

There total 3 articles about 4-(5-Bromopyridin-2-yl)thiomorpholine 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: 61.0%

Thiomorpholin (123-90-0) + 5-bromo-2-chloropyridine (53939-30-3) → 4-(5-bromopyridin-2-yl)thiomorpholine (223556-42-1)

Guidance literature:

With 1,1'-bis[bis(dimethylamino)phosphino]ferrocene; bis(dibenzylideneacetone)-palladium⁽⁰⁾; sodium t-butanolate; In 1,4-dioxane; at 70 ℃; for 15h; Sealed tube; Inert atmosphere;

DOI:10.1021/jacs.7b05409

Reference yield:

Thiomorpholin (123-90-0) + 2-iodo-5-bromopyridine (223463-13-6) → 4-(5-bromopyridin-2-yl)thiomorpholine (223556-42-1)

Guidance literature:

With sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In toluene; at 98 ℃; for 3h; Inert atmosphere;

Reference yield:

→ 4-(5-bromopyridin-2-yl)thiomorpholine (223556-42-1)

Guidance literature:

With caesium carbonate; In dimethyl sulfoxide; at 50 ℃; for 2h;

upstream raw materials:

Thiomorpholin

5-bromo-2-chloropyridine

2-iodo-5-bromopyridine

Downstream raw materials:

C₁₅H₁₄Cl₂N₂S*ClH