Methyl 2-chloro-5-fluoro-6-methoxynicotinate

Base Information

• Chemical Name: Methyl 2-chloro-5-fluoro-6-methoxynicotinate
• CAS No.: 959616-64-9
• Molecular Formula: C8H7ClFNO3
• Molecular Weight: 219.6
• Hs Code.: 2933399090
• Mol file: 959616-64-9.mol

Synonyms:Methyl 2-chloro-5-fluoro-6-methoxynicotinate;Methyl 2-chloro-5-fluoro-6-methoxypyridine-3-carboxylate, 2-Chloro-5-fluoro-6-methoxy-3-(methoxycarbonyl)pyridine;Methyl 2-chloro-5-fluoro-6-methoxy-pyridine-3-carboxylate

Chemical Property of Methyl 2-chloro-5-fluoro-6-methoxynicotinate

Chemical Property:

• Melting Point: 66-68°
• Boiling Point: 279.8±40.0 °C(Predicted)
• PKA: -3.47±0.10(Predicted)
• PSA: 48.42000
• Density: 1.366±0.06 g/cm3(Predicted)
• LogP: 1.66930
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

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

Methyl2-Chloro-5-fluoro-6-methoxynicotinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl 2-chloro-5-fluoro-6-methoxynicotinate

There total 1 articles about Methyl 2-chloro-5-fluoro-6-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:

2,6-dichloro-5-fluoro-3-pyridinecarboxylic acid (82671-06-5) → methyl 2-chloro-5-fluoro-6-methoxy-pyridine-3-carboxylate (959616-64-9)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogenchloride / water / 2 h / 70 °C

2: methanol / 1 h / 20 °C

With hydrogenchloride; In methanol; water;

Reference yield: 79.9%

methyl 2-chloro-5-fluoro-6-methoxy-pyridine-3-carboxylate (959616-64-9) + 2-methoxy-4-fluorophenol (450-93-1) → methyl 5-fluoro-2-(4-fluoro-2-methoxyphenoxy)-6-methoxypyridine-3-carboxylate

Guidance literature:

With caesium carbonate; In acetonitrile; at 60 ℃; for 3h;

Reference yield:

methyl 2-chloro-5-fluoro-6-methoxy-pyridine-3-carboxylate (959616-64-9) → 5-fluoro-6-methoxynicotinaldehyde (884494-73-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: formic acid; triethylamine / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 4.33 h / 20 - 100 °C

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / 0 - 20 °C

2.2: 0.17 h / 0 °C

3.1: manganese(IV) oxide / dichloromethane / 6.5 h / 20 °C

With manganese(IV) oxide; lithium aluminium tetrahydride; formic acid; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

2,6-dichloro-5-fluoro-3-pyridinecarboxylic acid

Downstream raw materials:

5-fluoro-6-methoxy-pyridine-3-carboxylic acid

5-fluoro-6-methoxynicotinaldehyde

Refernces

• 1、 -. "COMPOUNDS USEFUL AS CSF1 MODULATORS". . . Retrieved 2016/04/26.