3-chloro-5-{[6-chloro-2-fluoro-3-({5-[2-methyl-6-({[(4S)-2,2,5,5-tetramethyl-1,3-dioxolan-4-yl]methyl}oxy)-3-pyridinyl]-1,3,4-oxadiazol-2-yl}methyl)phenyl]oxy}benzonitrile

Base Information

• Chemical Name: 3-chloro-5-{[6-chloro-2-fluoro-3-({5-[2-methyl-6-({[(4S)-2,2,5,5-tetramethyl-1,3-dioxolan-4-yl]methyl}oxy)-3-pyridinyl]-1,3,4-oxadiazol-2-yl}methyl)phenyl]oxy}benzonitrile
• CAS No.: 1094342-45-6
• Molecular Formula: C₃₀H₂₇Cl₂FN₄O₅
• Molecular Weight: 613.473
• Mol file: 1094342-45-6.mol

Synonyms:3-chloro-5-{[6-chloro-2-fluoro-3-({5-[2-methyl-6-({[(4S)-2,2,5,5-tetramethyl-1,3-dioxolan-4-yl]methyl}oxy)-3-pyridinyl]-1,3,4-oxadiazol-2-yl}methyl)phenyl]oxy}benzonitrile

Chemical Property of 3-chloro-5-{[6-chloro-2-fluoro-3-({5-[2-methyl-6-({[(4S)-2,2,5,5-tetramethyl-1,3-dioxolan-4-yl]methyl}oxy)-3-pyridinyl]-1,3,4-oxadiazol-2-yl}methyl)phenyl]oxy}benzonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-chloro-5-{[6-chloro-2-fluoro-3-({5-[2-methyl-6-({[(4S)-2,2,5,5-tetramethyl-1,3-dioxolan-4-yl]methyl}oxy)-3-pyridinyl]-1,3,4-oxadiazol-2-yl}methyl)phenyl]oxy}benzonitrile

There total 19 articles about 3-chloro-5-{[6-chloro-2-fluoro-3-({5-[2-methyl-6-({[(4S)-2,2,5,5-tetramethyl-1,3-dioxolan-4-yl]methyl}oxy)-3-pyridinyl]-1,3,4-oxadiazol-2-yl}methyl)phenyl]oxy}benzonitrile 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: 89.0%

{4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}acetic acid + 2-methyl-6-({[(4S)-2,2,5,5-tetramethyl-1,3-dioxolan-4-yl]methyl}oxy)-3-pyridinecarbohydrazide (1094346-19-6) → 3-chloro-5-{[6-chloro-2-fluoro-3-({5-[2-methyl-6-({[(4S)-2,2,5,5-tetramethyl-1,3-dioxolan-4-yl]methyl}oxy)-3-pyridinyl]-1,3,4-oxadiazol-2-yl}methyl)phenyl]oxy}benzonitrile (1094342-45-6)

Guidance literature:

{4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}acetic acid; 2-methyl-6-({[(4S)-2,2,5,5-tetramethyl-1,3-dioxolan-4-yl]methyl}oxy)-3-pyridinecarbohydrazide; With N-ethyl-N,N-diisopropylamine; HATU; In tetrahydrofuran; at 20 ℃; for 3h;

With Burgess Reagent; In tetrahydrofuran; at 20 ℃; for 16h;

Reference yield:

5-bromo-6-methyl-pyridin-2-ylamine (42753-71-9) → 3-chloro-5-{[6-chloro-2-fluoro-3-({5-[2-methyl-6-({[(4S)-2,2,5,5-tetramethyl-1,3-dioxolan-4-yl]methyl}oxy)-3-pyridinyl]-1,3,4-oxadiazol-2-yl}methyl)phenyl]oxy}benzonitrile (1094342-45-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: N-ethyl-N,N-diisopropylamine / 1,3-bis-(diphenylphosphino)propane; palladium diacetate / dimethyl sulfoxide / 168 h / 80 °C / 3102.97 Torr

2.1: hydrogenchloride; sodium nitrite / water / 1 h / -5 °C

2.2: -5 - 20 °C

2.3: pH 12 / Cooling with ice

3.1: caesium carbonate / 1,1'-binaphthalen-2-yl[bis(1,1-dimethylethyl)]phosphane; palladium diacetate / toluene / 16 h / 100 °C / Inert atmosphere

4.1: hydrazine hydrate / ethanol / 3.5 h / Reflux

5.1: N-ethyl-N,N-diisopropylamine; HATU / tetrahydrofuran / 3 h / 20 °C

5.2: 16 h / 20 °C

With hydrogenchloride; caesium carbonate; hydrazine hydrate; N-ethyl-N,N-diisopropylamine; HATU; sodium nitrite; 1,1'-binaphthalen-2-yl[bis(1,1-dimethylethyl)]phosphane; 1,3-bis-(diphenylphosphino)propane; palladium diacetate; In tetrahydrofuran; ethanol; water; dimethyl sulfoxide; toluene;

Reference yield:

Benzoesaeure-<(2S)-2,3-dihydroxy-3-methylbutyl>ester (86547-26-4) → 3-chloro-5-{[6-chloro-2-fluoro-3-({5-[2-methyl-6-({[(4S)-2,2,5,5-tetramethyl-1,3-dioxolan-4-yl]methyl}oxy)-3-pyridinyl]-1,3,4-oxadiazol-2-yl}methyl)phenyl]oxy}benzonitrile (1094342-45-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: toluene-4-sulfonic acid / acetone / 72 h / 20 °C

2.1: toluene-4-sulfonic acid; 2,2-dimethoxy-propane / toluene / 1 h / 50 °C

2.2: 2 h / 90 °C

3.1: caesium carbonate / 1,1'-binaphthalen-2-yl[bis(1,1-dimethylethyl)]phosphane; palladium diacetate / toluene / 16 h / 100 °C / Inert atmosphere

4.1: hydrazine hydrate / ethanol / 3.5 h / Reflux

5.1: N-ethyl-N,N-diisopropylamine; HATU / tetrahydrofuran / 3 h / 20 °C

5.2: 16 h / 20 °C

With caesium carbonate; toluene-4-sulfonic acid; hydrazine hydrate; N-ethyl-N,N-diisopropylamine; 2,2-dimethoxy-propane; HATU; 1,1'-binaphthalen-2-yl[bis(1,1-dimethylethyl)]phosphane; palladium diacetate; In tetrahydrofuran; ethanol; acetone; toluene;

upstream raw materials:

5-bromo-6-methyl-pyridin-2-ylamine

3,5-dichlorobenzonitrile

3-chloro-5-methoxybenzonitrile

3-chloro-5-hydroxybenzonitrile

Downstream raw materials:

3-chloro-5-[(6-chloro-3-{[5-(6-{[(2S)-2,3-dihydroxy-3-methylbutyl]oxy}-2-methyl-3-pyridinyl)-1,3,4-oxadiazol-2-yl]methyl}-2-fluorophenyl)oxy]benzonitrile