(6S)-2-nitro-6-[(5-{[4-(trifluoromethoxy)phenyl]ethynyl}pyridin-2-yl)methoxy]-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine

Base Information

• Chemical Name: (6S)-2-nitro-6-[(5-{[4-(trifluoromethoxy)phenyl]ethynyl}pyridin-2-yl)methoxy]-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine
• CAS No.: 1263417-11-3
• Molecular Formula: C₂₁H₁₅F₃N₄O₅
• Molecular Weight: 460.369
• Mol file: 1263417-11-3.mol

Synonyms:(6S)-2-nitro-6-[(5-{[4-(trifluoromethoxy)phenyl]ethynyl}pyridin-2-yl)methoxy]-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine

Chemical Property of (6S)-2-nitro-6-[(5-{[4-(trifluoromethoxy)phenyl]ethynyl}pyridin-2-yl)methoxy]-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (6S)-2-nitro-6-[(5-{[4-(trifluoromethoxy)phenyl]ethynyl}pyridin-2-yl)methoxy]-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine

There total 6 articles about (6S)-2-nitro-6-[(5-{[4-(trifluoromethoxy)phenyl]ethynyl}pyridin-2-yl)methoxy]-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine 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: 73.0%

(6S)-6-[(5-ethynylpyridin-2-yl)methoxy]-2-nitro-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine (1263417-32-8) + 1-iodo-4-(trifluoromethoxy)benzene (103962-05-6) → (6S)-2-nitro-6-[(5-{[4-(trifluoromethoxy)phenyl]ethynyl}pyridin-2-yl)methoxy]-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine (1263417-11-3)

Guidance literature:

With copper(l) iodide; triethylamine; bis(triphenylphosphine)palladium(II) dichloride; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h;

Reference yield:

(S)‐6‐((5‐bromopyridin‐2‐yl)methoxy)‐2‐nitro‐6,7‐dihydro‐5H‐imidazo[2,1‐b][1,3]oxazine (1188329-32-9) → (6S)-2-nitro-6-[(5-{[4-(trifluoromethoxy)phenyl]ethynyl}pyridin-2-yl)methoxy]-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine (1263417-11-3)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine; copper(l) iodide / bis(triphenylphosphine)palladium(II) dichloride / N,N-dimethyl-formamide / 18 h / 50 °C / Sealed tube

2: triethylamine; copper(l) iodide / bis(triphenylphosphine)palladium(II) dichloride / N,N-dimethyl-formamide / 0.5 h / 20 °C

With copper(l) iodide; triethylamine; bis(triphenylphosphine)palladium(II) dichloride; In N,N-dimethyl-formamide;

Reference yield:

5-bromo-2-(chloromethyl)pyridine (168823-76-5) → (6S)-2-nitro-6-[(5-{[4-(trifluoromethoxy)phenyl]ethynyl}pyridin-2-yl)methoxy]-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine (1263417-11-3)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 5 - 20 °C

2: triethylamine; copper(l) iodide / bis(triphenylphosphine)palladium(II) dichloride / N,N-dimethyl-formamide / 18 h / 50 °C / Sealed tube

3: triethylamine; copper(l) iodide / bis(triphenylphosphine)palladium(II) dichloride / N,N-dimethyl-formamide / 0.5 h / 20 °C

With copper(l) iodide; sodium hydride; triethylamine; bis(triphenylphosphine)palladium(II) dichloride; In N,N-dimethyl-formamide; mineral oil;

upstream raw materials:

(6S)-6-[(5-ethynylpyridin-2-yl)methoxy]-2-nitro-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine

1-iodo-4-(trifluoromethoxy)benzene

(5-bromopyridin-2-yl)methanol

5-bromo-2-(chloromethyl)pyridine