Methyl 2-Chloro-5-Methoxynicotinate

Base Information

• Chemical Name: Methyl 2-Chloro-5-Methoxynicotinate
• CAS No.: 1256791-15-7
• Molecular Formula: C₈H₈ClNO₃
• Molecular Weight: 201.609
• Mol file: 1256791-15-7.mol

Synonyms:Methyl 2-Chloro-5-Methoxynicotinate;methyl 2-chloro-5-methoxypyridine-3-carboxylate

Chemical Property of Methyl 2-Chloro-5-Methoxynicotinate

Chemical Property:

Purity/Quality:

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

Methyl2-Chloro-5-methoxynicotinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methyl 2-Chloro-5-Methoxynicotinate

There total 2 articles about Methyl 2-Chloro-5-Methoxynicotinate 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: 69.0%

2-Chlor-5-hydroxy-nicotinsaeure (42959-40-0) + methyl iodide (74-88-4) → methyl 2-chloro-5-methoxynicotinate (1256791-15-7)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 20h;

DOI:10.1021/acschemneuro.7b00272

Reference yield:

methanol (67-56-1) + 2-chloro-5-methoxy-3-pyridinecarboxylic acid (74650-71-8) → methyl 2-chloro-5-methoxynicotinate (1256791-15-7)

Guidance literature:

With thionyl chloride; at 0 - 56 ℃; for 3h; Inert atmosphere;

Reference yield:

methyl 2-chloro-5-methoxynicotinate (1256791-15-7) → methyl 4-((7-methoxy-2,3-dihydropyrido[3,2-f][1,4]thiazepin-4(5H)-yl)methyl)benzoate

Guidance literature:

Multi-step reaction with 6 steps

1.1: caesium carbonate / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

2.1: hydrogenchloride / 1,4-dioxane / 20 °C

3.1: water; lithium hydroxide / tetrahydrofuran; methanol / 20 °C

4.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 48 h / 20 °C / Inert atmosphere

5.1: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / 60 °C

6.1: 1,2-dichloro-ethane / 0.5 h / 20 °C / Inert atmosphere

6.2: Inert atmosphere

With hydrogenchloride; lithium aluminium tetrahydride; water; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

upstream raw materials:

methanol

2-chloro-5-methoxy-3-pyridinecarboxylic acid

2-Chlor-5-hydroxy-nicotinsaeure

methyl iodide

Refernces

• 1、 -. "NOVEL CALCIUM MODULATORS". Paragraph 0593-0594. . Retrieved 2016/08/17.