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

Base Information

• Chemical Name: (5R, 6S)-5-(5-bromo-2-fluorophenyl)-6-fluoro-5-methyl-2,6-dihydro-1,4-oxazin-3-amine
• CAS No.: 1443259-42-4
• Molecular Formula: C₁₁H₁₁BrF₂N₂O
• Molecular Weight: 305.122

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

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

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

There total 1 articles about (5R, 6S)-5-(5-bromo-2-fluorophenyl)-6-fluoro-5-methyl-2,6-dihydro-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: 65.0%

(5R)-5-(5-bromo-2-fluorophenyl)-6-fluoro-5-methylmorpholine-3-thione → (5R,6R)-5-(5-bromo-2-fluorophenyl)-6-fluoro-5-methyl-2,6-dihydro-1,4-oxazin-3-amine (1443259-41-3) + (5R, 6S)-5-(5-bromo-2-fluorophenyl)-6-fluoro-5-methyl-2,6-dihydro-1,4-oxazin-3-amine (1443259-42-4)

Guidance literature:

With ammonia; In methanol; at 60 ℃; for 36h;

Reference yield: 15.0%

(5R, 6S)-5-(5-bromo-2-fluorophenyl)-6-fluoro-5-methyl-2,6-dihydro-1,4-oxazin-3-amine (1443259-42-4) → (5R,6S)-5-(5-amino-2-fluorophenyl)-6-fluoro-5-methyl-5,6-dihydro-2H-1,4-oxazin-3-amine

Guidance literature:

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

DOI:10.1021/acs.jmedchem.5b01101

Reference yield:

(5R, 6S)-5-(5-bromo-2-fluorophenyl)-6-fluoro-5-methyl-2,6-dihydro-1,4-oxazin-3-amine (1443259-42-4) → N-[3-[(2S,3R)-5-Amino-2-fluoro-3-methyl-morpholin-3-yl]-4-fluoro-phenyl]-5-methoxy-pyrazine-2-carboxamide

Guidance literature:

Multi-step reaction with 2 steps

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

2: 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride / methanol / 3 h / 20 °C

With copper(l) iodide; sodium azide; sodium carbonate; N,N-dimethylethylenediamine; 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride; In methanol; dimethyl sulfoxide; 1: |Buchwald-Hartwig Coupling;

DOI:10.1021/acs.jmedchem.5b01101

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