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

Base Information

Chemical Name: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
CAS No.:1094342-48-9
Molecular Formula:C₂₇H₂₃Cl₂FN₄O₅
Molecular Weight:573.408
Hs Code.:

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 20 articles about 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 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: 51.0%

: 1094342-45-6
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

: 1094342-48-9
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

Guidance literature:: With pyridinium p-toluenesulfonate; In methanol; for 5h; Reflux;

Reference yield:

: 42753-71-9
5-bromo-6-methyl-pyridin-2-ylamine

: 1094342-48-9
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

Guidance literature:: Multi-step reaction with 6 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

6.1: pyridinium p-toluenesulfonate / methanol / 5 h / Reflux

With hydrogenchloride; pyridinium p-toluenesulfonate; 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; methanol; ethanol; water; dimethyl sulfoxide; toluene;

Reference yield:

: 86547-26-4
Benzoesaeure-<(2S)-2,3-dihydroxy-3-methylbutyl>ester

: 1094342-48-9
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

Guidance literature:: Multi-step reaction with 6 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

6.1: pyridinium p-toluenesulfonate / methanol / 5 h / Reflux

With pyridinium p-toluenesulfonate; 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; methanol; ethanol; acetone; toluene;