2-{[(4'-fluoro[1,1'-biphenyl]-4-yl)oxy]methyl}-2-methyl-6-nitro-2,3-dihydroimidazo[2,1-b][1,3]oxazole

Base Information

Chemical Name:2-{[(4'-fluoro[1,1'-biphenyl]-4-yl)oxy]methyl}-2-methyl-6-nitro-2,3-dihydroimidazo[2,1-b][1,3]oxazole
CAS No.:1263187-24-1
Molecular Formula:C₁₉H₁₆FN₃O₄
Molecular Weight:369.352
Hs Code.:

Synonyms:2-{[(4'-fluoro[1,1'-biphenyl]-4-yl)oxy]methyl}-2-methyl-6-nitro-2,3-dihydroimidazo[2,1-b][1,3]oxazole

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Chemical Property of 2-{[(4'-fluoro[1,1'-biphenyl]-4-yl)oxy]methyl}-2-methyl-6-nitro-2,3-dihydroimidazo[2,1-b][1,3]oxazole

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Technology Process of 2-{[(4'-fluoro[1,1'-biphenyl]-4-yl)oxy]methyl}-2-methyl-6-nitro-2,3-dihydroimidazo[2,1-b][1,3]oxazole

There total 4 articles about 2-{[(4'-fluoro[1,1'-biphenyl]-4-yl)oxy]methyl}-2-methyl-6-nitro-2,3-dihydroimidazo[2,1-b][1,3]oxazole 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: 84.0%

: 1263188-05-1
2-[(4-iodophenoxy)methyl]-2-methyl-6-nitro-2,3-dihydroimidazo[2,1-b][1,3]oxazole

: 1765-93-1
4-fluoroboronic acid

: 1263187-24-1
2-{[(4'-fluoro[1,1'-biphenyl]-4-yl)oxy]methyl}-2-methyl-6-nitro-2,3-dihydroimidazo[2,1-b][1,3]oxazole

Guidance literature:: With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; water; sodium carbonate; In ethanol; toluene; at 92 ℃; for 0.75h; Inert atmosphere;
DOI:10.1021/acs.jmedchem.5b01699

Reference yield:

: 1263188-04-0
1-(2-bromo-4-nitro-1H-imidazol-1-yl)-3-(4-iodophenoxy)-2-methylpropan-2-ol

: 1263187-24-1
2-{[(4'-fluoro[1,1'-biphenyl]-4-yl)oxy]methyl}-2-methyl-6-nitro-2,3-dihydroimidazo[2,1-b][1,3]oxazole

Guidance literature:: Multi-step reaction with 2 steps

1: sodium hydride / N,N-dimethyl-formamide / 1.25 h / 0 °C / Inert atmosphere

2: water; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate / toluene; ethanol / 0.75 h / 92 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; water; sodium hydride; sodium carbonate; In ethanol; N,N-dimethyl-formamide; toluene; 2: |Suzuki Coupling;
DOI:10.1021/acs.jmedchem.5b01699

Reference yield:

: 1263188-03-9
2-[(4-iodophenoxy)-methyl]-2-methyloxirane

: 1263187-24-1
2-{[(4'-fluoro[1,1'-biphenyl]-4-yl)oxy]methyl}-2-methyl-6-nitro-2,3-dihydroimidazo[2,1-b][1,3]oxazole

Guidance literature:: Multi-step reaction with 3 steps

1: N-ethyl-N,N-diisopropylamine / neat (no solvent) / 14.5 h / 108 °C

2: sodium hydride / N,N-dimethyl-formamide / 1.25 h / 0 °C / Inert atmosphere

3: water; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate / toluene; ethanol / 0.75 h / 92 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; water; sodium hydride; sodium carbonate; N-ethyl-N,N-diisopropylamine; In ethanol; N,N-dimethyl-formamide; toluene; 3: |Suzuki Coupling;
DOI:10.1021/acs.jmedchem.5b01699