1-[(1S,2S,5R)-2-(pyrrolidin-1-yl)-6,8-diazabicyclo[3.2.2]non-8-yl]-2-(3,4-dichlorophenyl)ethanone

Base Information

• Chemical Name: 1-[(1S,2S,5R)-2-(pyrrolidin-1-yl)-6,8-diazabicyclo[3.2.2]non-8-yl]-2-(3,4-dichlorophenyl)ethanone
• CAS No.: 1228313-62-9
• Molecular Formula: C₁₉H₂₅Cl₂N₃O
• Molecular Weight: 382.333

Synonyms:1-[(1S,2S,5R)-2-(pyrrolidin-1-yl)-6,8-diazabicyclo[3.2.2]non-8-yl]-2-(3,4-dichlorophenyl)ethanone

Chemical Property of 1-[(1S,2S,5R)-2-(pyrrolidin-1-yl)-6,8-diazabicyclo[3.2.2]non-8-yl]-2-(3,4-dichlorophenyl)ethanone

Chemical Property:

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Technology Process of 1-[(1S,2S,5R)-2-(pyrrolidin-1-yl)-6,8-diazabicyclo[3.2.2]non-8-yl]-2-(3,4-dichlorophenyl)ethanone

There total 1 articles about 1-[(1S,2S,5R)-2-(pyrrolidin-1-yl)-6,8-diazabicyclo[3.2.2]non-8-yl]-2-(3,4-dichlorophenyl)ethanone 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: 65.0%

(+)-1-[(1S,2S,5R)-6-benzyl-2-(pyrrolidin-1-yl)-6,8-diazabicyclo[3.2.2]non-8-yl]-2-(3,4-dichlorophenyl)ethanone (1228313-59-4) → 1-[(1S,2S,5R)-2-(pyrrolidin-1-yl)-6,8-diazabicyclo[3.2.2]non-8-yl]-2-(3,4-dichlorophenyl)ethanone (1228313-62-9)

Guidance literature:

With hydrogenchloride; palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; water; at 20 ℃; for 0.5h;

DOI:10.1021/jm100182p

Reference yield: 64.0%

1-[(1S,2S,5R)-2-(pyrrolidin-1-yl)-6,8-diazabicyclo[3.2.2]non-8-yl]-2-(3,4-dichlorophenyl)ethanone (1228313-62-9) + propionyl chloride (79-03-8) → (+)-1-{(1S,2S,5R)-8-[2-(3,4-dichlorophenyl)acetyl]-2-(pyrrolidin-1-yl)-6,8-diazabicyclo[3.2.2]non-6-yl}propan-1-one (1228313-65-2)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; Inert atmosphere; Cooling with ice;

DOI:10.1021/jm100182p

Reference yield:

1-[(1S,2S,5R)-2-(pyrrolidin-1-yl)-6,8-diazabicyclo[3.2.2]non-8-yl]-2-(3,4-dichlorophenyl)ethanone (1228313-62-9) + methyl chloroformate (79-22-1) → (+)-methyl (1S,2S,5R)-8-[(3,4-dichlorophenyl)acetyl]-2-(pyrrolidin-1-yl)-6,8-diazabicyclo[3.2.2]nonane-6-carboxylate (1228313-63-0)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1021/jm100182p

upstream raw materials:

(+)-1-[(1S,2S,5R)-6-benzyl-2-(pyrrolidin-1-yl)-6,8-diazabicyclo[3.2.2]non-8-yl]-2-(3,4-dichlorophenyl)ethanone

Downstream raw materials:

(+)-1-{(1S,2S,5R)-8-[2-(3,4-dichlorophenyl)acetyl]-2-(pyrrolidin-1-yl)-6,8-diazabicyclo[3.2.2]non-6-yl}propan-1-one

(+)-methyl (1S,2S,5R)-8-[(3,4-dichlorophenyl)acetyl]-2-(pyrrolidin-1-yl)-6,8-diazabicyclo[3.2.2]nonane-6-carboxylate

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