5-chloro-pyridine-2-carboxylic acid [3-((R)-2-amino-5,5-difluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-4-yl)-4-fluoro-phenyl]-amide

Base Information

• Chemical Name: 5-chloro-pyridine-2-carboxylic acid [3-((R)-2-amino-5,5-difluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-4-yl)-4-fluoro-phenyl]-amide
• CAS No.: 1310347-25-1
• Molecular Formula: C₁₇H₁₄ClF₃N₄O₂
• Molecular Weight: 398.772
• Mol file: 1310347-25-1.mol

Synonyms:5-chloro-pyridine-2-carboxylic acid [3-((R)-2-amino-5,5-difluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-4-yl)-4-fluoro-phenyl]-amide

Chemical Property of 5-chloro-pyridine-2-carboxylic acid [3-((R)-2-amino-5,5-difluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-4-yl)-4-fluoro-phenyl]-amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-chloro-pyridine-2-carboxylic acid [3-((R)-2-amino-5,5-difluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-4-yl)-4-fluoro-phenyl]-amide

There total 7 articles about 5-chloro-pyridine-2-carboxylic acid [3-((R)-2-amino-5,5-difluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-4-yl)-4-fluoro-phenyl]-amide 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: 72.0%

5-chloropicolinic acid (86873-60-1) + (R)-4-(5-amino-2-fluorophenyl)-5,5-difluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-2-ylamine (1310350-45-8) → 5-chloro-pyridine-2-carboxylic acid [3-((R)-2-amino-5,5-difluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-4-yl)-4-fluoro-phenyl]-amide (1310347-25-1)

Guidance literature:

5-chloropicolinic acid; With 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride; In methanol; at 0 ℃; for 0.5h;

(R)-4-(5-amino-2-fluorophenyl)-5,5-difluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-2-ylamine; In methanol; at 0 - 22 ℃; for 20h;

DOI:10.1021/jm400225m

Reference yield:

(R)-2-methylpropane-2-sulfinic acid [(R)-2,2-difluoro-1-(2-fluoro-5-nitrophenyl)-3-hydroxy-1-methylpropyl]amide (1075231-03-6) → 5-chloro-pyridine-2-carboxylic acid [3-((R)-2-amino-5,5-difluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-4-yl)-4-fluoro-phenyl]-amide (1310347-25-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: hydrogenchloride / 1,4-dioxane / 23 °C

2.1: ethanol / 24 h / 85 °C / Inert atmosphere; Sealed tube

3.1: hydrogen / palladium 10% on activated carbon / ethanol / 1 h / 23 °C / Inert atmosphere

4.1: 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride / methanol / 0.5 h / 0 °C

4.2: 0 - 23 °C

With hydrogenchloride; hydrogen; 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride; palladium 10% on activated carbon; In 1,4-dioxane; methanol; ethanol;

Reference yield:

(R)-3-amino-2,2-difluoro-3-(2-fluoro-5-nitrophenyl)butan-1-ol (1075231-04-7) → 5-chloro-pyridine-2-carboxylic acid [3-((R)-2-amino-5,5-difluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-4-yl)-4-fluoro-phenyl]-amide (1310347-25-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: ethanol / 24 h / 85 °C / Inert atmosphere; Sealed tube

2.1: hydrogen / palladium 10% on activated carbon / ethanol / 1 h / 23 °C / Inert atmosphere

3.1: 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride / methanol / 0.5 h / 0 °C

3.2: 0 - 23 °C

With hydrogen; 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride; palladium 10% on activated carbon; In methanol; ethanol;

upstream raw materials:

5-chloropicolinic acid

(R)-4-(5-amino-2-fluorophenyl)-5,5-difluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-2-ylamine

1-(2-fluoro-5-nitrophenyl)ethanone

(R)-2,2-difluoro-3-(2-fluoro-5-nitrophenyl)-3-((R)-2-methylpropane-2-sulfinylamino)butyric acid ethyl ester