2-METHYLCARBAMOYLISONICOTINIC ACID ETHYL ESTER

Base Information

• Chemical Name: 2-METHYLCARBAMOYLISONICOTINIC ACID ETHYL ESTER
• CAS No.: 332013-42-0
• Molecular Formula: C10H12N2O3
• Molecular Weight: 208.217
• Mol file: 332013-42-0.mol

Synonyms:2-Methylcarbamoylisonicotinicacid ethyl ester;Ethyl 2-(methylcarbamoyl)pyridine-4-carboxylate;2-[(Methylamino)carbonyl]-pyridine-4-carboxylic acid ethyl ester;

Chemical Property of 2-METHYLCARBAMOYLISONICOTINIC ACID ETHYL ESTER

Chemical Property:

• Vapor Pressure: 1.03E-05mmHg at 25°C
• Refractive Index: 1.525
• Boiling Point: 371.4 °C at 760 mmHg
• Flash Point: 178.4 °C
• PSA: 68.29000
• Density: 1.173 g/cm³
• LogP: 1.00880

Purity/Quality:

98%Min ^*data from raw suppliers

2-METHYLCARBAMOYLISONICOTINICACIDETHYLESTER 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-METHYLCARBAMOYLISONICOTINIC ACID ETHYL ESTER

There total 1 articles about 2-METHYLCARBAMOYLISONICOTINIC ACID ETHYL ESTER 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: 79.2%

N-Methylformamide (123-39-7) + isonicotinic acid ethylester (1570-45-2) → ethyl 2-methylaminocarbonyl-4-picolinate (332013-42-0)

Guidance literature:

With sulfuric acid; dihydrogen peroxide; iron(II) sulfate; In water; at 6 - 22 ℃; for 0.5h;

Reference yield:

ethyl 2-methylaminocarbonyl-4-picolinate (332013-42-0) → Telatinib (332012-40-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium tetrahydroborate / isopropyl alcohol; methanol / 8 h / 25 °C / Large scale

1.2: 1 h / 0 °C / Large scale

2.1: potassium tert-butylate / toluene; tetrahydrofuran / 24 h / 95 °C / Autoclave

With sodium tetrahydroborate; potassium tert-butylate; In tetrahydrofuran; methanol; isopropyl alcohol; toluene;

Reference yield:

ethyl 2-methylaminocarbonyl-4-picolinate (332013-42-0) → C23H19ClFN5O2 (1547120-72-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium tetrahydroborate / ethanol / 20 °C

2.1: triphenylphosphine; carbon tetrabromide / tetrahydrofuran / 3 h / 20 °C

3.1: sodium hydride / N,N-dimethyl-formamide / 0 - 20 °C

3.2: 2 h

4.1: 5%-palladium/activated carbon; hydrogen / methanol / 0.5 h

5.1: dichloromethane / 1 h

With sodium tetrahydroborate; carbon tetrabromide; 5%-palladium/activated carbon; hydrogen; sodium hydride; triphenylphosphine; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.cclet.2013.11.006

upstream raw materials:

N-Methylformamide

isonicotinic acid ethylester

Downstream raw materials:

4-(hydroxymethyl)-N-methylpyridine-2-carboxamide

C₂₄H₁₉ClF₃N₅O₂

C₂₄H₂₂ClN₅O₂

C₂₃H₁₉ClFN₅O₂

Refernces

• 1、 -. "SUBSTITUTED PYRIDINES AND PYRIDAZINES WITH ANGIOGENESIS INHIBITING ACTIVITY". Page/Page column 41. . Retrieved 2009/03/07.
• 2、 -. "Substituted pyridines and pyridazines with angiogenesis inhibiting activity". Page column 55-56. . Retrieved 2010/02/05.