(R)-3-(4-(2-(2-methyl-[1,3,4]oxadiazol-5-yl)pyridin-5-yl)-3-fluorophenyl)-5-((isoxazol-3-yloxy)methyl)oxazolidin-2-one

Base Information

• Chemical Name: (R)-3-(4-(2-(2-methyl-[1,3,4]oxadiazol-5-yl)pyridin-5-yl)-3-fluorophenyl)-5-((isoxazol-3-yloxy)methyl)oxazolidin-2-one
• CAS No.: 1293990-12-1
• Molecular Formula: C₂₁H₁₆FN₅O₅
• Molecular Weight: 437.387
• Mol file: 1293990-12-1.mol

Synonyms:(R)-3-(4-(2-(2-methyl-[1,3,4]oxadiazol-5-yl)pyridin-5-yl)-3-fluorophenyl)-5-((isoxazol-3-yloxy)methyl)oxazolidin-2-one

Chemical Property of (R)-3-(4-(2-(2-methyl-[1,3,4]oxadiazol-5-yl)pyridin-5-yl)-3-fluorophenyl)-5-((isoxazol-3-yloxy)methyl)oxazolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-3-(4-(2-(2-methyl-[1,3,4]oxadiazol-5-yl)pyridin-5-yl)-3-fluorophenyl)-5-((isoxazol-3-yloxy)methyl)oxazolidin-2-one

There total 5 articles about (R)-3-(4-(2-(2-methyl-[1,3,4]oxadiazol-5-yl)pyridin-5-yl)-3-fluorophenyl)-5-((isoxazol-3-yloxy)methyl)oxazolidin-2-one 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: 45.0%

(R)-3-(4-(2-(2-methyl-[1,3,4]oxadiazol-5-yl)pyridin-5-yl)-3-fluorophenyl)-5-hydroxymethyloxazolidin-2-one + isoxazol-3-ol (5777-20-8,127925-01-3) → (R)-3-(4-(2-(2-methyl-[1,3,4]oxadiazol-5-yl)pyridin-5-yl)-3-fluorophenyl)-5-((isoxazol-3-yloxy)methyl)oxazolidin-2-one (1293990-12-1)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1016/j.ejmech.2011.01.014

Reference yield:

2,5-dibromopyridine (624-28-2) → (R)-3-(4-(2-(2-methyl-[1,3,4]oxadiazol-5-yl)pyridin-5-yl)-3-fluorophenyl)-5-((isoxazol-3-yloxy)methyl)oxazolidin-2-one (1293990-12-1)

Guidance literature:

Multi-step reaction with 5 steps

1: sodium cyanide / N,N-dimethyl-formamide / 7 h / 150 °C / Inert atmosphere

2: sodium azide; ammonium chloride / N,N-dimethyl-formamide / 3 h / 110 °C / Inert atmosphere

3: pyridine / 3 h / 150 °C / Inert atmosphere

4: bis-triphenylphosphine-palladium(II) chloride; lithium chloride / 1-methyl-pyrrolidin-2-one / 4 h / 120 °C / Inert atmosphere

5: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere

With pyridine; sodium cyanide; bis-triphenylphosphine-palladium(II) chloride; sodium azide; ammonium chloride; triphenylphosphine; lithium chloride; diethylazodicarboxylate; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; N,N-dimethyl-formamide; 4: Stille coupling / 5: Mitsunobu reaction;

DOI:10.1016/j.ejmech.2011.01.014

Reference yield:

2-(2-methyl-[1,3,4]oxadiazol-5-yl)-5-bromopyridine (380380-59-6) → (R)-3-(4-(2-(2-methyl-[1,3,4]oxadiazol-5-yl)pyridin-5-yl)-3-fluorophenyl)-5-((isoxazol-3-yloxy)methyl)oxazolidin-2-one (1293990-12-1)

Guidance literature:

Multi-step reaction with 2 steps

1: bis-triphenylphosphine-palladium(II) chloride; lithium chloride / 1-methyl-pyrrolidin-2-one / 4 h / 120 °C / Inert atmosphere

2: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; triphenylphosphine; lithium chloride; diethylazodicarboxylate; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; 1: Stille coupling / 2: Mitsunobu reaction;

DOI:10.1016/j.ejmech.2011.01.014

upstream raw materials:

2,5-dibromopyridine

2-(2-methyl-[1,3,4]oxadiazol-5-yl)-5-bromopyridine

isoxazol-3-ol

2-Cyano-5-bromopyridine