3-fluoro-4-((5R,7S)-7-hydroxy-7-(3-(pyridin-3-yl)phenyl)-6,7-dihydro-5H-pyrrolo[1,2-c]imidazol-5-yl)benzonitrile

Base Information

Chemical Name:3-fluoro-4-((5R,7S)-7-hydroxy-7-(3-(pyridin-3-yl)phenyl)-6,7-dihydro-5H-pyrrolo[1,2-c]imidazol-5-yl)benzonitrile
CAS No.:1309475-65-7
Molecular Formula:C₂₄H₁₇FN₄O
Molecular Weight:396.424
Hs Code.:

Synonyms:3-fluoro-4-((5R,7S)-7-hydroxy-7-(3-(pyridin-3-yl)phenyl)-6,7-dihydro-5H-pyrrolo[1,2-c]imidazol-5-yl)benzonitrile

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Chemical Property of 3-fluoro-4-((5R,7S)-7-hydroxy-7-(3-(pyridin-3-yl)phenyl)-6,7-dihydro-5H-pyrrolo[1,2-c]imidazol-5-yl)benzonitrile

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Technology Process of 3-fluoro-4-((5R,7S)-7-hydroxy-7-(3-(pyridin-3-yl)phenyl)-6,7-dihydro-5H-pyrrolo[1,2-c]imidazol-5-yl)benzonitrile

There total 5 articles about 3-fluoro-4-((5R,7S)-7-hydroxy-7-(3-(pyridin-3-yl)phenyl)-6,7-dihydro-5H-pyrrolo[1,2-c]imidazol-5-yl)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:

: 928134-65-0
(+)-(R)-4-(6,7-dihydro-5H-pyrrolo[1,2-c]imidazol-5-yl)-3-fluorobenzonitrile

: 1309475-65-7
3-fluoro-4-((5R,7S)-7-hydroxy-7-(3-(pyridin-3-yl)phenyl)-6,7-dihydro-5H-pyrrolo[1,2-c]imidazol-5-yl)benzonitrile

Guidance literature:: Multi-step reaction with 5 steps

1.1: tert.-butylhydroperoxide; pyridine / iron(III) chloride / 5 h / Reflux

2.1: tetrahydrofuran / 6 h / -78 - 20 °C / Cooling with acetone-dry ice

2.2: 20 °C

3.1: hydrogenchloride; methanol / diethyl ether / 2 h / 20 °C

4.1: triethylamine / tetrahydrofuran / 18 h / 20 °C

5.1: sodium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,2-dimethoxyethane; water / 0.17 h / 120 °C / Microwave irradiation; Sealed tube

With pyridine; hydrogenchloride; methanol; tert.-butylhydroperoxide; sodium carbonate; triethylamine; iron(III) chloride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; 1,2-dimethoxyethane; diethyl ether; water;

Reference yield:

: 1309475-63-5
3-((5R,7S)-5-(4-cyano-2-fluorophenyl)-7-hydroxy-6,7-dihydro-5H-pyrrolo[1,2-c]imidazol-7-yl)phenyl triftuoromethanesulfonate

: 1692-25-7
3-pyridylboronic acid

: 1309475-65-7
3-fluoro-4-((5R,7S)-7-hydroxy-7-(3-(pyridin-3-yl)phenyl)-6,7-dihydro-5H-pyrrolo[1,2-c]imidazol-5-yl)benzonitrile

Guidance literature:: With sodium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,2-dimethoxyethane; water; at 120 ℃; for 0.166667h; Microwave irradiation; Sealed tube;

Reference yield:

: 1309475-62-4
3-fluoro-4-((5R,7S)-7-hydroxy-7-(3-hydroxyphenyl)-6,7-dihydro-5H-pyrrolo[1,2-c]imidazol-5-yl)benzonitrile

: 1309475-65-7
3-fluoro-4-((5R,7S)-7-hydroxy-7-(3-(pyridin-3-yl)phenyl)-6,7-dihydro-5H-pyrrolo[1,2-c]imidazol-5-yl)benzonitrile

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine / tetrahydrofuran / 18 h / 20 °C

2: sodium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,2-dimethoxyethane; water / 0.17 h / 120 °C / Microwave irradiation; Sealed tube

With sodium carbonate; triethylamine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; 1,2-dimethoxyethane; water;