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

Base Information

• Chemical Name: 3-((5R,7S)-5-(4-cyano-2-fluorophenyl)-7-hydroxy-6,7-dihydro-5H-pyrrolo[1,2-c]imidazol-7-yl)phenyl triftuoromethanesulfonate
• CAS No.: 1309475-63-5
• Molecular Formula: C₂₀H₁₃F₄N₃O₄S
• Molecular Weight: 467.401
• Mol file: 1309475-63-5.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

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

(+)-(R)-4-(6,7-dihydro-5H-pyrrolo[1,2-c]imidazol-5-yl)-3-fluorobenzonitrile (928134-65-0) → 3-((5R,7S)-5-(4-cyano-2-fluorophenyl)-7-hydroxy-6,7-dihydro-5H-pyrrolo[1,2-c]imidazol-7-yl)phenyl triftuoromethanesulfonate (1309475-63-5)

Guidance literature:

Multi-step reaction with 4 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

With pyridine; hydrogenchloride; methanol; tert.-butylhydroperoxide; triethylamine; iron(III) chloride; In tetrahydrofuran; diethyl ether;

Reference yield:

N,N-phenylbistrifluoromethane-sulfonimide (37595-74-7) + 3-fluoro-4-((5R,7S)-7-hydroxy-7-(3-hydroxyphenyl)-6,7-dihydro-5H-pyrrolo[1,2-c]imidazol-5-yl)benzonitrile (1309475-62-4) → 3-((5R,7S)-5-(4-cyano-2-fluorophenyl)-7-hydroxy-6,7-dihydro-5H-pyrrolo[1,2-c]imidazol-7-yl)phenyl triftuoromethanesulfonate (1309475-63-5)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃; for 18h;

Reference yield:

3-fluoro-4-((R)-7-oxo-6,7-dihydro-5H-pyrrolo[1,2-c]imidazol-5-yl)-benzonitrile (1309474-99-4) → 3-((5R,7S)-5-(4-cyano-2-fluorophenyl)-7-hydroxy-6,7-dihydro-5H-pyrrolo[1,2-c]imidazol-7-yl)phenyl triftuoromethanesulfonate (1309475-63-5)

Guidance literature:

Multi-step reaction with 3 steps

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

1.2: 20 °C

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

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

With hydrogenchloride; methanol; triethylamine; In tetrahydrofuran; diethyl ether;

upstream raw materials:

N,N-phenylbistrifluoromethane-sulfonimide

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

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

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

Downstream raw materials:

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

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