6-Chloro-2-fluoropyridine-3-carboxaldehyde

Base Information

• Chemical Name: 6-Chloro-2-fluoropyridine-3-carboxaldehyde
• CAS No.: 1093880-37-5
• Molecular Formula: C6H3ClFNO
• Molecular Weight: 159.547
• Hs Code.: 2933399990
• Mol file: 1093880-37-5.mol

Synonyms:6-Chloro-2-fluoropyridine-3-carboxaldehyde;6-chloro-2-fluoronicotinaldehyde;6-Chloro-2-fluoropyridine-3-carbaldehyde

Chemical Property of 6-Chloro-2-fluoropyridine-3-carboxaldehyde

Chemical Property:

• Melting Point: 49-50 °C(Solv: hexane (110-54-3))
• Boiling Point: 255.5±35.0 °C(Predicted)
• PKA: -4.44±0.10(Predicted)
• PSA: 29.96000
• Density: 1.444±0.06 g/cm3(Predicted)
• LogP: 1.68660
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

99%min. ^*data from raw suppliers

6-Chloro-2-fluoropyridine-3-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 6-Chloro-2-fluoropyridine-3-carbaldehyde is used as a reactant in the synthesis of phantasmidine via a tandem intramolecular aldol reaction-intramolecular nucleophilic aromatic substitution sequence to yield the tetracyclic lactam.

Technology Process of 6-Chloro-2-fluoropyridine-3-carboxaldehyde

There total 1 articles about 6-Chloro-2-fluoropyridine-3-carboxaldehyde 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: 90.0%

2-chloro-6-fluoropyridine (20885-12-5) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 6-chloro-2-fluoropyridine-3-carboxaldehyde (1093880-37-5)

Guidance literature:

2-chloro-6-fluoropyridine; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;

N,N-dimethyl-formamide; In tetrahydrofuran; hexane; for 1h; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; diethyl ether; hexane; at -78 ℃; pH=1; Inert atmosphere;

DOI:10.1021/ol102929m

Reference yield: 92.0%

6-chloro-2-fluoropyridine-3-carboxaldehyde (1093880-37-5) → 6-Chlor-1H-pyrazolo<3,4-b>pyridin (63725-51-9)

Guidance literature:

With hydrazine hydrate; In tetrahydrofuran; at 60 ℃; for 5h;

Reference yield: 91.0%

6-chloro-2-fluoropyridine-3-carboxaldehyde (1093880-37-5) → 6-chloro-2-fluoro-3-pyridinemethanol (1227509-94-5)

Guidance literature:

With sodium tetrahydroborate; In methanol; at -10 ℃; for 0.583333h; Inert atmosphere;

DOI:10.1021/ol102929m

upstream raw materials:

2-chloro-6-fluoropyridine

N,N-dimethyl-formamide

Downstream raw materials:

6-chloro-2-fluoro-3-pyridinemethanol

6-chloro-3-(chloromethyl)-2-fluoropyridine

phantasmidine Mosher's amide

(+)-phantasmidine Mosher's amide

Refernces

• 1、 -. "TRICYCLIC PIPERIDINE COMPOUNDS". Page/Page column 75-76. . Retrieved 2016/11/21.
• 2、 Zhou, Quan,Snider, Barry B.. "Mosher's amide-based assignment of the absolute configuration of phantasmidine". . p. 779 - 787. Retrieved 2016/10/30.