4-[(9,10-diazatricyclo[4.2.1.1^2,5]dec-9-yl)-(3-methoxyphenyl)methyl]-N-pyrrolidin-1-yl-benzamide

Base Information

• Chemical Name: 4-[(9,10-diazatricyclo[4.2.1.1^2,5]dec-9-yl)-(3-methoxyphenyl)methyl]-N-pyrrolidin-1-yl-benzamide
• CAS No.: 1489248-48-7
• Molecular Formula: C₂₇H₃₄N₄O₂
• Molecular Weight: 446.593
• Mol file: 1489248-48-7.mol

Synonyms:4-[(9,10-diazatricyclo[4.2.1.1^2,5]dec-9-yl)-(3-methoxyphenyl)methyl]-N-pyrrolidin-1-yl-benzamide

Chemical Property of 4-[(9,10-diazatricyclo[4.2.1.1^2,5]dec-9-yl)-(3-methoxyphenyl)methyl]-N-pyrrolidin-1-yl-benzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-[(9,10-diazatricyclo[4.2.1.1^2,5]dec-9-yl)-(3-methoxyphenyl)methyl]-N-pyrrolidin-1-yl-benzamide

There total 6 articles about 4-[(9,10-diazatricyclo[4.2.1.1^2,5]dec-9-yl)-(3-methoxyphenyl)methyl]-N-pyrrolidin-1-yl-benzamide 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: 75.0%

4-[(10-benzyl-9,10-diazatricyclo[4.2.1.12,5]dec-9-yl)-(3-methoxyphenyl)methyl]-N-pyrrolidin-1-yl-benzamide (1489248-39-6) → 4-[(9,10-diazatricyclo[4.2.1.12,5]dec-9-yl)-(3-methoxyphenyl)methyl]-N-pyrrolidin-1-yl-benzamide (1489248-48-7)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; at 60 ℃; for 6h; under 2280.15 Torr;

DOI:10.1016/j.ejmech.2013.09.014

Reference yield:

4-(3-Methoxy-benzoyl)-benzoyl chloride (1027905-05-0) → 4-[(9,10-diazatricyclo[4.2.1.12,5]dec-9-yl)-(3-methoxyphenyl)methyl]-N-pyrrolidin-1-yl-benzamide (1489248-48-7)

Guidance literature:

Multi-step reaction with 5 steps

1: dichloromethane / 4 h / 20 °C

2: sodium tetrahydroborate / ethanol; water / 2 h / 20 °C

3: hydrogenchloride / water; chloroform / 12 h / 20 °C

4: potassium carbonate / acetonitrile / 72 h / 80 °C / Inert atmosphere

5: palladium 10% on activated carbon; hydrogen / ethanol / 6 h / 60 °C / 2280.15 Torr

With hydrogenchloride; sodium tetrahydroborate; palladium 10% on activated carbon; hydrogen; potassium carbonate; In ethanol; dichloromethane; chloroform; water; acetonitrile;

DOI:10.1016/j.ejmech.2013.09.014

Reference yield:

4-(3-methoxybenzoyl)-N-pyrrolidin-1-yl-benzamide (1489248-16-9) → 4-[(9,10-diazatricyclo[4.2.1.12,5]dec-9-yl)-(3-methoxyphenyl)methyl]-N-pyrrolidin-1-yl-benzamide (1489248-48-7)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium tetrahydroborate / ethanol; water / 2 h / 20 °C

2: hydrogenchloride / water; chloroform / 12 h / 20 °C

3: potassium carbonate / acetonitrile / 72 h / 80 °C / Inert atmosphere

4: palladium 10% on activated carbon; hydrogen / ethanol / 6 h / 60 °C / 2280.15 Torr

With hydrogenchloride; sodium tetrahydroborate; palladium 10% on activated carbon; hydrogen; potassium carbonate; In ethanol; chloroform; water; acetonitrile;

DOI:10.1016/j.ejmech.2013.09.014

upstream raw materials:

4-(3-Methoxy-benzoyl)-benzoyl chloride

4-(3-methoxybenzoyl)-N-pyrrolidin-1-yl-benzamide

4-[hydroxy-(3-methoxyphenyl)methyl]-N-pyrrolidin-1-yl-benzamide

4-[chloro-(3-methoxyphenyl)methyl]-N-pyrrolidin-1-yl-benzamide

Downstream raw materials:

4-[(10-allyl-9,10-diazatricyclo[4.2.1.1^2,5]dec-9-yl)-(3-methoxyphenyl)methyl]-N-pyrrolidin-1-yl-benzamide

4-[(10-allyl-9,10-diazatricyclo[4.2.1.1^2,5]dec-9-yl)-(3-hydroxyphenyl)methyl]-N-pyrrolidin-1-yl-benzamide