N-(5-fluoropyridin-2-yl)-6-methyl-4-(pyrimidin-5-yloxy)picolinamide

Base Information

• Chemical Name: N-(5-fluoropyridin-2-yl)-6-methyl-4-(pyrimidin-5-yloxy)picolinamide
• CAS No.: 1396337-04-4
• Molecular Formula: C₁₆H₁₂FN₅O₂
• Molecular Weight: 325.302
• Mol file: 1396337-04-4.mol

Synonyms:N-(5-fluoropyridin-2-yl)-6-methyl-4-(pyrimidin-5-yloxy)picolinamide

Chemical Property of N-(5-fluoropyridin-2-yl)-6-methyl-4-(pyrimidin-5-yloxy)picolinamide

Chemical Property:

• Boiling Point: 441.3±45.0 °C(Predicted)
• Density: 1.400±0.06 g/cm3(Predicted)

Purity/Quality:

≥95% ^*data from raw suppliers

Auglurant 99.40% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(5-fluoropyridin-2-yl)-6-methyl-4-(pyrimidin-5-yloxy)picolinamide

There total 7 articles about N-(5-fluoropyridin-2-yl)-6-methyl-4-(pyrimidin-5-yloxy)picolinamide 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: 58.2%

6-methyl-4-(pyrimidin-5-yloxy)picolinic acid (1396337-94-2) + 2-amino-5-fluoropyridine (21717-96-4) → N-(5-fluoropyridin-2-yl)-6-methyl-4-(pyrimidin-5-yloxy)picolinamide (1396337-04-4)

Guidance literature:

With trichlorophosphate; In pyridine; at 0 - 15 ℃; for 1.5h; Large scale;

DOI:10.1016/j.tetlet.2017.07.100

Reference yield:

2-methyl-4-nitropyridine N-oxide (5470-66-6) → N-(5-fluoropyridin-2-yl)-6-methyl-4-(pyrimidin-5-yloxy)picolinamide (1396337-04-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: hydrogenchloride / water / 72 h / Reflux

2.1: dichloromethane / 0.25 h

2.2: 96.33 h

3.1: potassium carbonate / N,N-dimethyl-formamide / 16 h / 80 °C

4.1: sodium hydroxide / 1,4-dioxane / 18 h / Reflux

5.1: pyridine; trichlorophosphate / 0.5 h / -15 °C

With pyridine; hydrogenchloride; potassium carbonate; sodium hydroxide; trichlorophosphate; In 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide;

Reference yield:

4-chIoro-2-methylpyridine (3678-63-5) → N-(5-fluoropyridin-2-yl)-6-methyl-4-(pyrimidin-5-yloxy)picolinamide (1396337-04-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: urea; dihydrogen peroxide / tetrahydrofuran / 0 °C

1.2: 20 °C

2.1: dichloromethane / 0.25 h

2.2: 96.33 h

3.1: potassium carbonate / N,N-dimethyl-formamide / 16 h / 80 °C

4.1: sodium hydroxide / 1,4-dioxane / 18 h / Reflux

5.1: pyridine; trichlorophosphate / 0.5 h / -15 °C

With pyridine; dihydrogen peroxide; potassium carbonate; urea; sodium hydroxide; trichlorophosphate; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

4-chIoro-2-methylpyridine

4-chloro-2-picoline-N-oxide

6-methyl-4-(pyrimidin-5-yloxy)picolinic acid

2-amino-5-fluoropyridine