(5R,6R)-5-(5-amino-2-fluorophenyl)-6-fluoro-5-methyl-5,6-dihydro-2H-1,4-oxazin-3-amine

Base Information

• Chemical Name: (5R,6R)-5-(5-amino-2-fluorophenyl)-6-fluoro-5-methyl-5,6-dihydro-2H-1,4-oxazin-3-amine
• CAS No.: 1443259-43-5
• Molecular Formula: C₁₁H₁₃F₂N₃O
• Molecular Weight: 241.241
• Mol file: 1443259-43-5.mol

Synonyms:(5R,6R)-5-(5-amino-2-fluorophenyl)-6-fluoro-5-methyl-5,6-dihydro-2H-1,4-oxazin-3-amine

Chemical Property of (5R,6R)-5-(5-amino-2-fluorophenyl)-6-fluoro-5-methyl-5,6-dihydro-2H-1,4-oxazin-3-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (5R,6R)-5-(5-amino-2-fluorophenyl)-6-fluoro-5-methyl-5,6-dihydro-2H-1,4-oxazin-3-amine

There total 2 articles about (5R,6R)-5-(5-amino-2-fluorophenyl)-6-fluoro-5-methyl-5,6-dihydro-2H-1,4-oxazin-3-amine 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: 24.0%

(5R,6R)-5-(5-bromo-2-fluorophenyl)-6-fluoro-5-methyl-2,6-dihydro-1,4-oxazin-3-amine (1443259-41-3) → (5R,6R)-5-(5-amino-2-fluorophenyl)-6-fluoro-5-methyl-5,6-dihydro-2H-1,4-oxazin-3-amine (1443259-43-5)

Guidance literature:

With copper(l) iodide; sodium azide; sodium carbonate; N,N`-dimethylethylenediamine; In dimethyl sulfoxide; at 110 ℃; for 4h;

Reference yield:

(5R)-5-(5-bromo-2-fluorophenyl)-6-fluoro-5-methylmorpholine-3-thione → (5R,6R)-5-(5-amino-2-fluorophenyl)-6-fluoro-5-methyl-5,6-dihydro-2H-1,4-oxazin-3-amine (1443259-43-5)

Guidance literature:

Multi-step reaction with 2 steps

1: ammonia / methanol / 36 h / 60 °C

2: sodium azide; copper(l) iodide; sodium carbonate; N,N`-dimethylethylenediamine / dimethyl sulfoxide / 4 h / 110 °C

With copper(l) iodide; sodium azide; ammonia; sodium carbonate; N,N`-dimethylethylenediamine; In methanol; dimethyl sulfoxide;

Reference yield: 76.0%

5-chloropicolinic acid (86873-60-1) + (5R,6R)-5-(5-amino-2-fluorophenyl)-6-fluoro-5-methyl-5,6-dihydro-2H-1,4-oxazin-3-amine (1443259-43-5) → N-{3-[(2R,3R)-5-amino-2-fluoro-3-methyl-3,6-dihydro-2H-1,4-oxazin-3-yl]-4-fluorophenyl}-5-chloropyridine-2-carboxamide (1352416-52-4)

Guidance literature:

With 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride; In methanol; at 20 ℃; for 3h;

DOI:10.1021/acs.jmedchem.5b01101

upstream raw materials:

(5R,6R)-5-(5-bromo-2-fluorophenyl)-6-fluoro-5-methyl-2,6-dihydro-1,4-oxazin-3-amine

Downstream raw materials:

(5R,6R)-6-fluoro-5-{2-fluoro-5-[(3-methoxypyridin-2-yl)amino]phenyl}-5-methyl-5,6-dihydro-2H-1,4-oxazin-3-amine

(5R,6R)-6-fluoro-5-[2-fluoro-5-(pyrimidin-2-ylamino)phenyl]-5-methyl-5,6-dihydro-2H-1,4-oxazin-3-amine

(5R,6R)-6-fluoro-5-{2-fluoro-5-[(3-methoxypyrazin-2-yl)amino]phenyl}-5-methyl-5,6-dihydro-2H-1,4-oxazin-3-amine

C₁₇H₁₅F₂N₅O