5-CHLORO-2-METHOXY-ISONICOTINIC ACID

Base Information

• Chemical Name: 5-CHLORO-2-METHOXY-ISONICOTINIC ACID
• CAS No.: 88912-22-5
• Molecular Formula: C₇H₆ClNO₃
• Molecular Weight: 187.583
• Hs Code.: 2933399090
• Mol file: 88912-22-5.mol

Synonyms:5-chloro-2-methoxypyridine-4-carboxylic acid;

Chemical Property of 5-CHLORO-2-METHOXY-ISONICOTINIC ACID

Chemical Property:

• Vapor Pressure: 1.39E-06mmHg at 25°C
• Boiling Point: 384oC at 760 mmHg
• PKA: 2.62±0.10(Predicted)
• Flash Point: 186oC
• PSA: 59.42000
• Density: 1.43g/cm3
• LogP: 1.44180
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

5-chloro-2-methoxyisonicotinicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-CHLORO-2-METHOXY-ISONICOTINIC ACID

There total 1 articles about 5-CHLORO-2-METHOXY-ISONICOTINIC ACID 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: 90.0%

sodium methylate (124-41-4) + 2,5-dichloro-4-pyridinecarboxylic acid (88912-26-9) → 5-chloro-2-methoxyisonicotinic acid (88912-22-5)

Guidance literature:

In methanol; at 100 ℃; for 20h; regioselective reaction; Sealed tube;

DOI:10.1021/acschemneuro.7b00272

Reference yield:

5-chloro-2-methoxyisonicotinic acid (88912-22-5) → C7H5Cl2NO2

Guidance literature:

With oxalyl dichloride; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1021/acschemneuro.7b00272

Reference yield:

5-chloro-2-methoxyisonicotinic acid (88912-22-5) → methyl 3-(5-chloro-2-methoxypyridin-4-yl)-3-cyclopropylpropanoate

Guidance literature:

Multi-step reaction with 4 steps

1.1: HATU; triethylamine / dichloromethane / 2 h / 20 °C

2.1: tetrahydrofuran / 2 h / 0 °C / Inert atmosphere

3.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C

3.2: 3 h / 50 °C

4.1: nickel(II) chloride hexahydrate; sodium tetrahydroborate / methanol / 1 h / 25 °C

With sodium tetrahydroborate; nickel(II) chloride hexahydrate; sodium hydride; triethylamine; HATU; In tetrahydrofuran; methanol; dichloromethane; mineral oil;

upstream raw materials:

sodium methylate

2,5-dichloro-4-pyridinecarboxylic acid

Refernces

• 1、 -. "GPR40 AGONISTS FOR THE TREATMENT OF TYPE II DIABETES". Page/Page column 149; 150. . Retrieved 2017/03/17.
• 2、 -. "GPR40 AGONISTS FOR THE TREATMENT OF TYPE II DIABETES". Page/Page column 160; 161. . Retrieved 2017/03/08.