(6S)-2-nitro-6-(1-{4-[6-(trifluoromethyl)-3-pyridinyl]phenyl}ethoxy)-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine

Base Information

Chemical Name:(6S)-2-nitro-6-(1-{4-[6-(trifluoromethyl)-3-pyridinyl]phenyl}ethoxy)-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine
CAS No.:1333170-73-2
Molecular Formula:C₂₀H₁₇F₃N₄O₄
Molecular Weight:434.375
Hs Code.:

Synonyms:(6S)-2-nitro-6-(1-{4-[6-(trifluoromethyl)-3-pyridinyl]phenyl}ethoxy)-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine

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Chemical Property of (6S)-2-nitro-6-(1-{4-[6-(trifluoromethyl)-3-pyridinyl]phenyl}ethoxy)-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine

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Technology Process of (6S)-2-nitro-6-(1-{4-[6-(trifluoromethyl)-3-pyridinyl]phenyl}ethoxy)-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine

There total 3 articles about (6S)-2-nitro-6-(1-{4-[6-(trifluoromethyl)-3-pyridinyl]phenyl}ethoxy)-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: 82.0%

: 868662-36-6
6-(trifluoromethyl)-3-pyridinylboronic acid

: 1333171-62-2
(6S)-6-[1-(4-bromophenyl)ethoxy]-2-nitro-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine

: 1333170-73-2
(6S)-2-nitro-6-(1-{4-[6-(trifluoromethyl)-3-pyridinyl]phenyl}ethoxy)-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine

Guidance literature:: With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate; In ethanol; water; toluene; at 90 ℃; for 0.333333h; Inert atmosphere;
DOI:10.1021/jm200377r

Reference yield:

: 5391-88-8
1-(4-bromophenyl)ethanol

: 1333170-73-2
(6S)-2-nitro-6-(1-{4-[6-(trifluoromethyl)-3-pyridinyl]phenyl}ethoxy)-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine

Guidance literature:: Multi-step reaction with 3 steps

1: phosphorus tribromide / 2 h / 5 - 20 °C

2: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 - 20 °C / Inert atmosphere

3: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate / ethanol; water; toluene / 0.33 h / 90 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; phosphorus tribromide; sodium hydride; sodium carbonate; In ethanol; water; N,N-dimethyl-formamide; toluene; mineral oil; 3: Suzuki coupling;
DOI:10.1021/jm200377r

Reference yield:

: 159755-11-0
1-bromo-4-(1-bromoethyl)benzene

: 1333170-73-2
(6S)-2-nitro-6-(1-{4-[6-(trifluoromethyl)-3-pyridinyl]phenyl}ethoxy)-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine

Guidance literature:: Multi-step reaction with 2 steps

1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 - 20 °C / Inert atmosphere

2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate / ethanol; water; toluene / 0.33 h / 90 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium hydride; sodium carbonate; In ethanol; water; N,N-dimethyl-formamide; toluene; mineral oil; 2: Suzuki coupling;
DOI:10.1021/jm200377r