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

Base Information

• Chemical Name: 4-[(10-allyl-9,10-diazatricyclo[4.2.1.1^2,5]dec-9-yl)-(3-hydroxyphenyl)methyl]-N-pyrrolidin-1-yl-benzamide
• CAS No.: 1489248-08-9
• Molecular Formula: C₂₉H₃₆N₄O₂
• Molecular Weight: 472.63

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

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

Chemical Property:

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

There total 8 articles about 4-[(10-allyl-9,10-diazatricyclo[4.2.1.1^2,5]dec-9-yl)-(3-hydroxyphenyl)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: 95.0%

4-[(10-allyl-9,10-diazatricyclo[4.2.1.12,5]dec-9-yl)-(3-methoxyphenyl)methyl]-N-pyrrolidin-1-yl-benzamide (1489247-94-0) → 4-[(10-allyl-9,10-diazatricyclo[4.2.1.12,5]dec-9-yl)-(3-hydroxyphenyl)methyl]-N-pyrrolidin-1-yl-benzamide (1489248-08-9)

Guidance literature:

With boron tribromide; In dichloromethane; at 0 ℃; for 1.5h;

DOI:10.1016/j.ejmech.2013.09.014

Reference yield:

4-(3-Methoxy-benzoyl)-benzoyl chloride (1027905-05-0) → 4-[(10-allyl-9,10-diazatricyclo[4.2.1.12,5]dec-9-yl)-(3-hydroxyphenyl)methyl]-N-pyrrolidin-1-yl-benzamide (1489248-08-9)

Guidance literature:

Multi-step reaction with 7 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

6: potassium carbonate / acetone / 12 h / 56 °C

7: boron tribromide / dichloromethane / 1.5 h / 0 °C

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

DOI:10.1016/j.ejmech.2013.09.014

Reference yield:

4-(3-methoxybenzoyl)-N-pyrrolidin-1-yl-benzamide (1489248-16-9) → 4-[(10-allyl-9,10-diazatricyclo[4.2.1.12,5]dec-9-yl)-(3-hydroxyphenyl)methyl]-N-pyrrolidin-1-yl-benzamide (1489248-08-9)

Guidance literature:

Multi-step reaction with 6 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

5: potassium carbonate / acetone / 12 h / 56 °C

6: boron tribromide / dichloromethane / 1.5 h / 0 °C

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

DOI:10.1016/j.ejmech.2013.09.014

upstream 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-(3-Methoxy-benzoyl)-benzoyl chloride

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

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

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