6-methyl-pyridine-2-carboxylic acid [(5R,7R)-2-(3,5-difluoro-phenyl)-1-oxo-2-aza-spiro[4.5]dec-7-yl]-amide

Base Information

• Chemical Name: 6-methyl-pyridine-2-carboxylic acid [(5R,7R)-2-(3,5-difluoro-phenyl)-1-oxo-2-aza-spiro[4.5]dec-7-yl]-amide
• CAS No.: 1296111-36-8
• Molecular Formula: C₂₂H₂₃F₂N₃O₂
• Molecular Weight: 399.44
• Mol file: 1296111-36-8.mol

Synonyms:6-methyl-pyridine-2-carboxylic acid [(5R,7R)-2-(3,5-difluoro-phenyl)-1-oxo-2-aza-spiro[4.5]dec-7-yl]-amide

Chemical Property of 6-methyl-pyridine-2-carboxylic acid [(5R,7R)-2-(3,5-difluoro-phenyl)-1-oxo-2-aza-spiro[4.5]dec-7-yl]-amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-methyl-pyridine-2-carboxylic acid [(5R,7R)-2-(3,5-difluoro-phenyl)-1-oxo-2-aza-spiro[4.5]dec-7-yl]-amide

There total 15 articles about 6-methyl-pyridine-2-carboxylic acid [(5R,7R)-2-(3,5-difluoro-phenyl)-1-oxo-2-aza-spiro[4.5]dec-7-yl]-amide 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:

3,5-difluorobromobenzene (461-96-1) + cis-6-methyl-pyridine-2-carboxylic acid (1-oxo-2-aza-spiro[4.5]dec-7-yl)-amide → 6-methyl-pyridine-2-carboxylic acid [(5R,7R)-2-(3,5-difluoro-phenyl)-1-oxo-2-aza-spiro[4.5]dec-7-yl]-amide (1296111-36-8) + 6-methyl-pyridine-2-carboxylic acid [(5S,7S)-2-(3,5-difluoro-phenyl)-1-oxo-2-aza-spiro[4.5]dec-7-yl]-amide (1296111-63-1)

Guidance literature:

With potassium carbonate; N,N`-dimethylethylenediamine; In 1,4-dioxane; at 160 ℃; for 2h; Inert atmosphere; Microwave irradiation;

Reference yield:

cyclohexane-1,3-dicarboxylic acid (3971-31-1) → 6-methyl-pyridine-2-carboxylic acid [(5R,7R)-2-(3,5-difluoro-phenyl)-1-oxo-2-aza-spiro[4.5]dec-7-yl]-amide (1296111-36-8) + 6-methyl-pyridine-2-carboxylic acid [(5S,7S)-2-(3,5-difluoro-phenyl)-1-oxo-2-aza-spiro[4.5]dec-7-yl]-amide (1296111-63-1)

Guidance literature:

Multi-step reaction with 9 steps

1.1: sulfuric acid / 5 h / 18 - 25 °C / Inert atmosphere; Reflux

2.1: n-butyllithium; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone / tetrahydrofuran / 1.5 h / -78 - 0 °C / Inert atmosphere

2.2: -78 - 25 °C / Inert atmosphere

3.1: ozone / dichloromethane; methanol / 6 h / -78 °C

3.2: -78 - 25 °C / Inert atmosphere

4.1: acetic acid / 1,2-dichloro-ethane / 1.5 h / 18 - 25 °C / Inert atmosphere

4.2: 2.5 h / 18 - 25 °C / Inert atmosphere

5.1: sodium hydride / ethanol; mineral oil / 16 h / Inert atmosphere; Reflux

6.1: triethylamine; diphenyl phosphoryl azide / toluene / 4.5 h / 18 - 90 °C / Inert atmosphere

7.1: hydrogenchloride / dichloromethane; 1,4-dioxane / 0.5 h / 0 °C / Inert atmosphere

8.1: trifluoroacetic acid / 1.5 h / Inert atmosphere; Reflux

8.2: 4 h / 18 - 25 °C / Inert atmosphere

9.1: potassium carbonate; N,N`-dimethylethylenediamine / 1,4-dioxane / 2 h / 160 °C / Inert atmosphere; Microwave irradiation

With hydrogenchloride; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; n-butyllithium; sulfuric acid; diphenyl phosphoryl azide; sodium hydride; potassium carbonate; ozone; acetic acid; triethylamine; trifluoroacetic acid; N,N`-dimethylethylenediamine; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; 1,2-dichloro-ethane; toluene; mineral oil; 6.1: Curtius Rearrangement;

Reference yield:

diethyl cyclohexane 1,3-dicarboxylate (72903-26-5) → 6-methyl-pyridine-2-carboxylic acid [(5R,7R)-2-(3,5-difluoro-phenyl)-1-oxo-2-aza-spiro[4.5]dec-7-yl]-amide (1296111-36-8) + 6-methyl-pyridine-2-carboxylic acid [(5S,7S)-2-(3,5-difluoro-phenyl)-1-oxo-2-aza-spiro[4.5]dec-7-yl]-amide (1296111-63-1)

Guidance literature:

Multi-step reaction with 8 steps

1.1: n-butyllithium; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone / tetrahydrofuran / 1.5 h / -78 - 0 °C / Inert atmosphere

1.2: -78 - 25 °C / Inert atmosphere

2.1: ozone / dichloromethane; methanol / 6 h / -78 °C

2.2: -78 - 25 °C / Inert atmosphere

3.1: acetic acid / 1,2-dichloro-ethane / 1.5 h / 18 - 25 °C / Inert atmosphere

3.2: 2.5 h / 18 - 25 °C / Inert atmosphere

4.1: sodium hydride / ethanol; mineral oil / 16 h / Inert atmosphere; Reflux

5.1: triethylamine; diphenyl phosphoryl azide / toluene / 4.5 h / 18 - 90 °C / Inert atmosphere

6.1: hydrogenchloride / dichloromethane; 1,4-dioxane / 0.5 h / 0 °C / Inert atmosphere

7.1: trifluoroacetic acid / 1.5 h / Inert atmosphere; Reflux

7.2: 4 h / 18 - 25 °C / Inert atmosphere

8.1: potassium carbonate; N,N`-dimethylethylenediamine / 1,4-dioxane / 2 h / 160 °C / Inert atmosphere; Microwave irradiation

With hydrogenchloride; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; n-butyllithium; diphenyl phosphoryl azide; sodium hydride; potassium carbonate; ozone; acetic acid; triethylamine; trifluoroacetic acid; N,N`-dimethylethylenediamine; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; 1,2-dichloro-ethane; toluene; mineral oil; 5.1: Curtius Rearrangement;

upstream raw materials:

3,5-difluorobromobenzene

cyclohexane-1,3-dicarboxylic acid

diethyl cyclohexane 1,3-dicarboxylate

1-allyl-cyclohexane-1,3-dicarboxylic acid diethyl ester