2,6-dichloro-N-methoxy-N-methylisonicotinamide

Base Information

• Chemical Name: 2,6-dichloro-N-methoxy-N-methylisonicotinamide
• CAS No.: 848498-98-6
• Molecular Formula: C8H8Cl2N2O2
• Molecular Weight: 235.07
• Hs Code.: 2933399090
• Mol file: 848498-98-6.mol

Synonyms:2,6-DICHLORO-N-METHOXY-N-METHYLISONICOTINAMIDE;2,6-dichloro-N-methyl-N-methoxy-pyridine-4-carboxamide;

Chemical Property of 2,6-dichloro-N-methoxy-N-methylisonicotinamide

Chemical Property:

• PSA: 42.43000
• LogP: 2.02180
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

NLT 98% ^*data from raw suppliers

2,6-dichloro-N-methoxy-N-methylisonicotinamide 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,6-dichloro-N-methoxy-N-methylisonicotinamide

There total 3 articles about 2,6-dichloro-N-methoxy-N-methylisonicotinamide 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: 86.0%

N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) + 2,6-dichloropyridine-4-carboxylic acid (5398-44-7) → 2,6-dichloro-N-methyl-N-(methyloxy)-4-pyridinecarboxamide (848498-98-6)

Guidance literature:

2,6-dichloropyridine-4-carboxylic acid; With 1,1'-carbonyldiimidazole; In dichloromethane; at 20 ℃; for 2.5h;

N,O-dimethylhydroxylamine*hydrochloride; In dichloromethane; at 20 ℃;

Reference yield: 65.0%

2,6-dichloropyridine-4-carboxylic acid (5398-44-7) + N,0-dimethylhydroxylamine (1117-97-1) → 2,6-dichloro-N-methyl-N-(methyloxy)-4-pyridinecarboxamide (848498-98-6)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 20 ℃; for 16h;

Reference yield:

2,6-dichloropyridine-4-carboxylic acid (5398-44-7) → 2,6-dichloro-N-methyl-N-(methyloxy)-4-pyridinecarboxamide (848498-98-6)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrahydrofuran; diethyl ether / 0 - 20 °C / Inert atmosphere

2: 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 80 °C

3: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 20 °C

With benzotriazol-1-ol; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; toluene;

DOI:10.1016/j.ejmech.2019.04.008

upstream raw materials:

N,O-dimethylhydroxylamine*hydrochloride

2,6-dichloropyridine-4-carboxylic acid

N,0-dimethylhydroxylamine

Downstream raw materials:

1-(2,6-dichloropyridin-4-yl)ethan-1-one

(2,6-dichloropyridin-4-yl)(phenyl)methanone

4-(2,6-dichloro-4-pyridinyl)-N-(3-methylphenyl)-1,3-thiazol-2-amine

C₁₂H₇ClFNO

Refernces

• 1、 -. "TRI-SUBSTITUTED ARYL AND HETEROARYL DERIVATIVES AS MODULATORS OF PI3-KINASE AND AUTOPHAGY PATHWAYS". Paragraph 0332; 0333. . Retrieved 2019/11/04.
• 2、 -. "POTASSIUM CHANNEL MODULATORS". Paragraph 0442-0443. . Retrieved 2018/01/14.