2-Chloro-6-methylnicotinaldehyde

Base Information

• Chemical Name: 2-Chloro-6-methylnicotinaldehyde
• CAS No.: 91591-69-4
• Molecular Formula: C₇H₆ClNO
• Molecular Weight: 155.584
• Hs Code.: 29339900
• European Community (EC) Number: 897-625-1
• DSSTox Substance ID: DTXSID50551193
• Wikidata: Q82430720
• Mol file: 91591-69-4.mol

Synonyms:91591-69-4;2-CHLORO-6-METHYLNICOTINALDEHYDE;2-Chloro-6-methylpyridine-3-carbaldehyde;2-CHLORO-3-FORMYL-6-PICOLINE;2-Chloro-3-formyl-6-methylpyridine;2-CHLORO-6-METHYL-3-PYRIDINECARBOXALDEHYDE;2-CHLORO-6-METHYL-PYRIDINE-3-CARBALDEHYDE;MFCD07368878;3-Pyridinecarboxaldehyde, 2-chloro-6-methyl-;SCHEMBL2395774;DTXSID50551193;SXDBLLSINHOGPK-UHFFFAOYSA-N;CS-M1319;AKOS006284811;AB32135;AS-41746;SY066922;2-chloro-3-formyl-6-picoline, AldrichCPR;EN300-206995;A853844;J-508972

Chemical Property of 2-Chloro-6-methylnicotinaldehyde

Chemical Property:

• Refractive Index: 1.581
• Boiling Point: 252.331 °C at 760 mmHg
• PKA: -0.40±0.10(Predicted)
• Flash Point: 106.407 °C
• PSA: 29.96000
• Density: 1.27 g/cm³
• LogP: 1.85590
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 155.0137915
• Heavy Atom Count: 10
• Complexity: 129

Purity/Quality:

99.0%Min ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC(=C(C=C1)C=O)Cl

Technology Process of 2-Chloro-6-methylnicotinaldehyde

There total 6 articles about 2-Chloro-6-methylnicotinaldehyde 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: 97.0%

2-chloro-6-methylnicotinonitrile (28900-10-9) → 2-chloro-6-methylpyridine-3-carbaldehyde (91591-69-4)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; at -78 - 20 ℃;

Reference yield: 91.0%

2-chloro-N-methoxy-N,6-dimethylpyridine-3-carboxyamide (1057667-23-8) → 2-chloro-6-methylpyridine-3-carbaldehyde (91591-69-4)

Guidance literature:

2-chloro-N-methoxy-N,6-dimethylpyridine-3-carboxyamide; With diisobutylaluminium hydride; In dichloromethane; toluene; at -78 ℃; for 0.5h;

With sodium hydroxide; water; In dichloromethane; toluene; at 20 ℃; for 0.5h;

Reference yield:

6-chloro-2-picoline (18368-63-3) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 2-chloro-6-methylpyridine-3-carbaldehyde (91591-69-4)

Guidance literature:

6-chloro-2-picoline; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃;

N,N-dimethyl-formamide; In tetrahydrofuran; at -78 - 20 ℃; Further stages.;

DOI:10.1021/jm701137s

upstream raw materials:

6-chloro-2-picoline

N,N-dimethyl-formamide

2-chloro-N-methoxy-N,6-dimethylpyridine-3-carboxyamide

2-chloro-6-methylnicotinonitrile

Downstream raw materials:

3-iodine-6-methyl-1H-pyrazolo[3,4-b]pyridine

Refernces

• 1、 -. "KINASE INHIBITOR". Paragraph 0149; 0153-0159. . Retrieved 2017/06/21.
• 2、 -. "NOVEL PYRIMIDINE COMPOUNDS HAVING BENZYL (HETEROCYCLIC METHYL) AMINE STRUCTURE AND MEDICAMENT COMPRISING THE SAME". Page/Page column 30. . Retrieved 2009/04/24.