2-Chloro-3-fluoropyridin-4-ol

Base Information

• Chemical Name: 2-Chloro-3-fluoropyridin-4-ol
• CAS No.: 1184172-46-0
• Molecular Formula: C5H3ClFNO
• Molecular Weight: 148
• Hs Code.: 2933399090
• Mol file: 1184172-46-0.mol

Synonyms:2-chloro-3-fluoropyridin-4-ol;

Chemical Property of 2-Chloro-3-fluoropyridin-4-ol

Chemical Property:

• Boiling Point: 351.2±37.0 °C(Predicted)
• PKA: 6.32±0.10(Predicted)
• PSA: 33.12000
• Density: 1.517±0.06 g/cm3 (20 oC 760 Torr)
• LogP: 1.57970
• Storage Temp.: Inert atmosphere,Room Temperature

Purity/Quality:

98% ^*data from raw suppliers

2-Chloro-3-fluoropyridin-4-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Chloro-3-fluoropyridin-4-ol

There total 1 articles about 2-Chloro-3-fluoropyridin-4-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: 80.0%

2-chloro-3-fluoropyridine (17282-04-1) → 2-chloro-3-fluoro-4-hydroxypyridine (1184172-46-0)

Guidance literature:

2-chloro-3-fluoropyridine; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃;

With Trimethyl borate; In tetrahydrofuran; hexane; for 2h;

With peracetic acid; In tetrahydrofuran; hexane; water; acetic acid; at 0 ℃; for 1h;

Reference yield:

2-chloro-3-fluoro-4-hydroxypyridine (1184172-46-0) → 4-ethoxy-3-fluoro-5-hydroxypyridine (1184172-60-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium carbonate / acetone / Reflux

2.1: 2,2,6,6-tetramethyl-piperidine; n-butyllithium / tetrahydrofuran; hexane / 20 h / -78 °C / Inert atmosphere

2.2: 2 h / -78 °C / Inert atmosphere

2.3: 1 h / -78 - 0 °C / Inert atmosphere

3.1: 20 % Pd(OH)2/C; hydrogen; triethylamine / ethyl acetate / 20 h / 20 °C / 2280.15 Torr

With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; 20 % Pd(OH)2/C; hydrogen; potassium carbonate; triethylamine; In tetrahydrofuran; hexane; ethyl acetate; acetone;

DOI:10.1021/jm201475u

upstream raw materials:

2-chloro-3-fluoropyridine

Downstream raw materials:

4-ethoxy-3-fluoro-5-hydroxypyridine

Refernces

• 1、 -. "BICYCLIC HETEROCYCLE DERIVATIVES HAVING SELECTIVE BACE1 INHIBITORY ACTIVITY". Paragraph 0138. . Retrieved 2019/11/12.
• 2、 Ma, Yongmin,Roy, Sourav,Kong, Xiaole,Chen, Yulin,Liu, Dingyong,Hider, Robert C.. "Design and synthesis of fluorinated iron chelators for metabolic study and brain uptake". supporting information; experimental part. p. 2185 - 2195. Retrieved 2012/05/04.