3-(4,6-dimethylpyrimidin-2-yl)-8-{[3-fluoro-2-(pyrimidin-2-yl)phenyl]carbonyl}-(1S,6R)-3,8-diazabicyclo[4.2.0]octane

Base Information

• Chemical Name: 3-(4,6-dimethylpyrimidin-2-yl)-8-{[3-fluoro-2-(pyrimidin-2-yl)phenyl]carbonyl}-(1S,6R)-3,8-diazabicyclo[4.2.0]octane
• CAS No.: 1293939-86-2
• Molecular Formula: C₂₃H₂₃FN₆O
• Molecular Weight: 418.474
• Mol file: 1293939-86-2.mol

Synonyms:3-(4,6-dimethylpyrimidin-2-yl)-8-{[3-fluoro-2-(pyrimidin-2-yl)phenyl]carbonyl}-(1S,6R)-3,8-diazabicyclo[4.2.0]octane

Chemical Property of 3-(4,6-dimethylpyrimidin-2-yl)-8-{[3-fluoro-2-(pyrimidin-2-yl)phenyl]carbonyl}-(1S,6R)-3,8-diazabicyclo[4.2.0]octane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(4,6-dimethylpyrimidin-2-yl)-8-{[3-fluoro-2-(pyrimidin-2-yl)phenyl]carbonyl}-(1S,6R)-3,8-diazabicyclo[4.2.0]octane

There total 8 articles about 3-(4,6-dimethylpyrimidin-2-yl)-8-{[3-fluoro-2-(pyrimidin-2-yl)phenyl]carbonyl}-(1S,6R)-3,8-diazabicyclo[4.2.0]octane 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: 39.0%

3-fluoro-2-(pyrimidin-2-yl)benzoic acid (1293285-04-7) + (1S,6R)-3-(4,6-dimethylpyrimidin-2-yl)-3,8-diazabicyclo[4.2.0]octane (1293940-91-6) → 3-(4,6-dimethylpyrimidin-2-yl)-8-{[3-fluoro-2-(pyrimidin-2-yl)phenyl]carbonyl}-(1S,6R)-3,8-diazabicyclo[4.2.0]octane (1293939-86-2)

Guidance literature:

With triethylamine; HATU; In N,N-dimethyl-formamide; for 15h;

Reference yield:

(1S,6R)-3,8-diaza-bicyclo[4.2.0]octane-3-carboxylic acid tert-butyl ester (370881-96-2) → 3-(4,6-dimethylpyrimidin-2-yl)-8-{[3-fluoro-2-(pyrimidin-2-yl)phenyl]carbonyl}-(1S,6R)-3,8-diazabicyclo[4.2.0]octane (1293939-86-2)

Guidance literature:

Multi-step reaction with 5 steps

1: sodium carbonate / water; tetrahydrofuran / 18 h

2: dichloromethane / 2 h

3: caesium carbonate / N,N-dimethyl-formamide / 100 °C

4: hydrogen; acetic acid / palladium 10% on activated carbon / methanol / 2 h

5: triethylamine; HATU / N,N-dimethyl-formamide / 15 h

With hydrogen; sodium carbonate; caesium carbonate; acetic acid; triethylamine; HATU; palladium 10% on activated carbon; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;

Reference yield:

2-iodo-3-fluorobenzonitrile (916792-62-6) → 3-(4,6-dimethylpyrimidin-2-yl)-8-{[3-fluoro-2-(pyrimidin-2-yl)phenyl]carbonyl}-(1S,6R)-3,8-diazabicyclo[4.2.0]octane (1293939-86-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane / 1.5 h / 160 °C / Inert atmosphere; Microwave irradiation

2.1: sodium hydroxide; water / methanol / 15 h / Reflux

2.2: 23 °C / pH 1

3.1: triethylamine; HATU / N,N-dimethyl-formamide / 15 h

With water; triethylamine; HATU; sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In methanol; 1,2-dimethoxyethane; N,N-dimethyl-formamide;

upstream raw materials:

(1S,6R)-3,8-diaza-bicyclo[4.2.0]octane-3-carboxylic acid tert-butyl ester

2-iodo-3-fluorobenzonitrile

3-fluoro-2-(pyrimidin-2-yl)benzonitrile

3-fluoro-2-(pyrimidin-2-yl)benzoic acid