3-(5-Bromopyridin-2-yl)prop-2-yn-1-ol

Base Information

• Chemical Name: 3-(5-Bromopyridin-2-yl)prop-2-yn-1-ol
• CAS No.: 111770-82-2
• Molecular Formula: C8H6BrNO
• Molecular Weight: 212.046
• European Community (EC) Number: 864-830-2
• Mol file: 111770-82-2.mol

Synonyms:3-(5-bromopyridin-2-yl)prop-2-yn-1-ol;111770-82-2;3-(5-bromo-2-pyridinyl)-2-propyn-1-ol;3-(5-bromo-pyridin-2-yl)-prop-2-yn-1-ol;SCHEMBL4521816;HDNAKCCUGDNOSZ-UHFFFAOYSA-;HDNAKCCUGDNOSZ-UHFFFAOYSA-N;AKOS005067836;CS-0311036;EN300-298120;G39344;Z1416179292;InChI=1/C8H6BrNO/c9-7-3-4-8(10-6-7)2-1-5-11/h3-4,6,11H,5H2

Chemical Property of 3-(5-Bromopyridin-2-yl)prop-2-yn-1-ol

Chemical Property:

• PSA: 33.12000
• LogP: 1.18790
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 210.96328
• Heavy Atom Count: 11
• Complexity: 181

Purity/Quality:

95% ^*data from raw suppliers

3-(5-Bromopyridin-2-yl)prop-2-yn-1-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=NC=C1Br)C#CCO

Technology Process of 3-(5-Bromopyridin-2-yl)prop-2-yn-1-ol

There total 2 articles about 3-(5-Bromopyridin-2-yl)prop-2-yn-1-ol 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: 83.0%

2,5-dibromopyridine (624-28-2) + propargyl alcohol (107-19-7) → 2-(5-bromopyridin-2-yl)-prop-2-yn-1-ol (111770-82-2)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; at 0 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acs.orglett.9b01397

Reference yield:

2-iodo-5-bromopyridine (223463-13-6) + propargyl alcohol (107-19-7) → 2-(5-bromopyridin-2-yl)-prop-2-yn-1-ol (111770-82-2)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; at 20 ℃; for 16h; Inert atmosphere;

Reference yield: 70.0%

2-(5-bromopyridin-2-yl)-prop-2-yn-1-ol (111770-82-2) → 3-(pyridin-2-yl)-propanol (2859-68-9)

Guidance literature:

With hydrogen; triethylamine; palladium on activated charcoal; In ethanol;

DOI:10.1021/jo00237a029

upstream raw materials:

2,5-dibromopyridine

propargyl alcohol

2-iodo-5-bromopyridine

Downstream raw materials:

3-(pyridin-2-yl)-propanol

3-[5-(4-chloro-phenyl)-pyridin-2-yl]-prop-2-yn-1-ol

Refernces

• 1、 -. "TRIAZOLE CARBAMATE PYRIDYL SULFONAMIDES AS LPA RECEPTOR ANTAGONISTS AND USES THEREOF". Paragraph 0298-0299. . Retrieved 2021/05/21.
• 2、 Jo, Young-In,Burke, Martin D.,Cheon, Cheol-Hong. "Modular Syntheses of Phenanthroindolizidine Natural Products". supporting information. p. 4201 - 4204. Retrieved 2019/06/14.