2-(5-Bromopyridin-2-yl)oxyacetic acid

Base Information

• Chemical Name: 2-(5-Bromopyridin-2-yl)oxyacetic acid
• CAS No.: 79674-66-1
• Molecular Formula: C7H6BrNO3
• Molecular Weight: 232.03
• European Community (EC) Number: 867-787-8
• NSC Number: 190660
• DSSTox Substance ID: DTXSID30307296
• Wikidata: Q82054670
• Mol file: 79674-66-1.mol

Synonyms:79674-66-1;2-(5-bromopyridin-2-yl)oxyacetic acid;2-[(5-bromopyridin-2-yl)oxy]acetic acid;NSC190660;SCHEMBL3562724;DTXSID30307296;AKOS022657978;NSC 190660;NSC-190660;(5-bromo-pyridin-2-yloxy)-acetic acid;[(5-Bromopyridin-2-yl)oxy]acetic acid;2-[(5-bromopyridin-2-yl)oxy]aceticacid;EN300-323269;2-(5-BROMO(PYRIDIN-2-YL))OXYACETIC ACID;Z1269227587

Chemical Property of 2-(5-Bromopyridin-2-yl)oxyacetic acid

Chemical Property:

• Vapor Pressure: 7.82E-05mmHg at 25°C
• Refractive Index: 1.585
• Boiling Point: 328.1 °C at 760 mmHg
• Flash Point: 152.2 °C
• PSA: 59.42000
• Density: 1.731 g/cm³
• LogP: 1.30750
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 230.95311
• Heavy Atom Count: 12
• Complexity: 165

Purity/Quality:

99% ^*data from raw suppliers

2-[(5-BROMOPYRIDIN-2-YL)OXY]ACETIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=NC=C1Br)OCC(=O)O

Technology Process of 2-(5-Bromopyridin-2-yl)oxyacetic acid

There total 3 articles about 2-(5-Bromopyridin-2-yl)oxyacetic acid 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: 87.85%

C7H6BrNO3 → 2-((5-bromopyridin-2-yl)oxy)acetic acid (79674-66-1)

Guidance literature:

With water; sodium hydroxide; In tetrahydrofuran; at 20 ℃; for 3h;

Reference yield: 73.0%

2,5-dibromopyridine (624-28-2) + glycolic acid methyl ester (96-35-5) → methyl 2-((5-bromopyridin-2-yl)oxy)acetate (845890-35-9) + 2-((5-bromopyridin-2-yl)oxy)acetic acid (79674-66-1)

Guidance literature:

2,5-dibromopyridine; glycolic acid methyl ester; With sodium hydride; In DMF (N,N-dimethyl-formamide); mineral oil; at -10 - 20 ℃; for 16h;

With hydrogenchloride;

Reference yield:

diazoacetic acid ethyl ester (623-73-4) + 5-bromopyridin-2-ol (13466-38-1) → 2-((5-bromopyridin-2-yl)oxy)acetic acid (79674-66-1)

Guidance literature:

at 165 ℃; Erwaermen des Reaktionsprodukts mit wss.-aethanol. Natronlauge_.;

DOI:10.1021/jo01105a007

upstream raw materials:

diazoacetic acid ethyl ester

5-bromopyridin-2-ol

2,5-dibromopyridine

glycolic acid methyl ester

Downstream raw materials:

4-[2-(5-bromo-pyridin-2-yloxy)-acetylamino]-thiophene-3-carboxylic acid methyl ester

methyl 2-({[(5-bromo-2-pyridinyl)oxy]acetyl}amino)benzoate

Refernces

• 1、 -. "2-SUBSTITUTED BENZOIC ACID DERIVATIVES AS HM74A RECEPTOR AGONISTS". Page/Page column 43-44. . Retrieved 2010/02/10.