6-Chloro-2-methoxynicotinaldehyde

Base Information

• Chemical Name: 6-Chloro-2-methoxynicotinaldehyde
• CAS No.: 95652-81-6
• Molecular Formula: C7H6ClNO2
• Molecular Weight: 171.583
• Hs Code.: 2933399090
• European Community (EC) Number: 804-634-6
• DSSTox Substance ID: DTXSID20445994
• Mol file: 95652-81-6.mol

Synonyms:6-CHLORO-2-METHOXYNICOTINALDEHYDE;95652-81-6;6-chloro-2-methoxypyridine-3-carbaldehyde;6-chloro-2-methoxy-pyridine-3-carbaldehyde;6-CHLORO-2-METHOXYPYRIDINE-3-CARBOXALDEHYDE;MFCD11847276;95052-81-6;3-Pyridinecarboxaldehyde, 6-chloro-2-methoxy-;SCHEMBL1266601;DTXSID20445994;AVBARORPQMEWPR-UHFFFAOYSA-N;AMY38401;BCP18468;VDA65281;6-chloro-3-formyl-2-methoxypyridine;6-chloro-3-formyl-2-methoxy-pyridine;AKOS022638389;AB64671;DS-9123;SY045175;CS-0037312;FT-0747995;W11386;EN300-1272363;6-Chloro-2-methoxypyridine-3-carboxaldehyde, 97%;A858964;6-CHLORO-2-METHOXY-3-PYRIDINECARBOXALDEHYDE;Z1255428295

Chemical Property of 6-Chloro-2-methoxynicotinaldehyde

Chemical Property:

• Melting Point: 78-81°C
• Boiling Point: 90 °C(Press: 3 Torr)
• PKA: -1.59±0.10(Predicted)
• PSA: 39.19000
• Density: 1.317±0.06 g/cm3(Predicted)
• LogP: 1.55610
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 171.0087061
• Heavy Atom Count: 11
• Complexity: 142

Purity/Quality:

98%,99%, ^*data from raw suppliers

6-Chloro-2-methoxynicotinaldehyde ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-36/37/38-43
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=CC(=N1)Cl)C=O
• Description: 6-Chloro-2-methoxynicotinaldehyde is a useful research chemical.
• Uses: 6-chloro-2-methoxynicotinaldehyde is a heterocyclic derivative and can be used as a pharmaceutical intermediate.

Technology Process of 6-Chloro-2-methoxynicotinaldehyde

There total 3 articles about 6-Chloro-2-methoxynicotinaldehyde 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: 6.0%

sodium methylate (124-41-4) + 2-chloro-5-(Trichloromethyl)-pyridine (69045-78-9) → 6-methoxynicotinic acid (66572-55-2) + 6-chloro-2-methoxy-3-pyridinecarboxaldehyde (95652-81-6)

Guidance literature:

In tetrahydrofuran; for 15h; Ambient temperature;

Reference yield:

methanol (67-56-1) + 2-chloro-5-(Trichloromethyl)-pyridine (69045-78-9) → 6-methoxy-nicotinic acid methyl ester (26218-80-4) + 6-chloro-2-methoxy-3-pyridinecarboxaldehyde (95652-81-6)

Guidance literature:

With sodium; In tetrahydrofuran;

DOI:10.1016/S0040-4039(01)91414-5

Reference yield:

sodium methylate (124-41-4) + 2,6-dichloro-3-pyridinecarbonitrile (40381-90-6) → 2-chloro-6-methoxy-3-pyridine-carboxaldehyde (95652-80-5) + 6-chloro-2-methoxy-3-pyridinecarboxaldehyde (95652-81-6)

Guidance literature:

With methanol; diisobutylaluminum hydride; Multistep reaction. Title compound not separated from byproducts; 1.) methanol, room temperature, 1 h, 2.) toluene, room temperature, 1 h;

upstream raw materials:

methanol

2-chloro-5-(Trichloromethyl)-pyridine

sodium methylate

2,6-dichloro-3-pyridinecarbonitrile

Downstream raw materials:

N-(2-(((2-methoxy-6-((2-methyl-[1,1'-biphenyl]-3-yl)methoxy)pyridin-3-yl)methyl)amino)ethyl)acetamide

Refernces

• 1、 Dainter, Ronald S.,Suschitzky, Hans,Wakefield, Basil J.,Hughes, Nigel,Nelson, Anthony J.. "ABNORMAL NUCLEOPHILIC SUBSTITUTION OF 3-TRICHLOROMETHYLPYRIDINES BY METHOXIDE". . p. 5693 - 5696. Retrieved 2007/10/02.