trans-2-(3,4-Dichlorophenyl)-N-methyl-N-(2-pyrrolidinocyclohexyl)acetamide hydrochloride

Base Information

• Chemical Name: trans-2-(3,4-Dichlorophenyl)-N-methyl-N-(2-pyrrolidinocyclohexyl)acetamide hydrochloride
• CAS No.: 67197-96-0
• Molecular Formula: C₁₉H₂₆Cl₂N₂O*ClH
• Molecular Weight: 405.795

Synonyms:

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Chemical Property of trans-2-(3,4-Dichlorophenyl)-N-methyl-N-(2-pyrrolidinocyclohexyl)acetamide hydrochloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of trans-2-(3,4-Dichlorophenyl)-N-methyl-N-(2-pyrrolidinocyclohexyl)acetamide hydrochloride

There total 5 articles about trans-2-(3,4-Dichlorophenyl)-N-methyl-N-(2-pyrrolidinocyclohexyl)acetamide hydrochloride 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:

(+/-)-trans-[2-(pyrrolidinyl)]cyclohexanol (69420-67-3) → U 50488 hydrochloride (67197-96-0,74512-83-7,109620-49-7,114358-63-3,114528-79-9,114528-81-3,121843-55-8)

Guidance literature:

Multi-step reaction with 4 steps

1: triethylamine / diethyl ether / 0.5 h / 0 °C / Inert atmosphere

2: diethyl ether; water / 18 h / 10 - 20 °C / Inert atmosphere; Cooling with ice

3: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

4: hydrogenchloride / diethyl ether; ethyl acetate / Inert atmosphere

With hydrogenchloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; In diethyl ether; water; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1002/cmdc.201100278

Reference yield:

trans-(+/-)-N-methyl-2-(pyrrolidin-1-yl)cyclohexanamine (67198-34-9,67198-53-2,67347-43-7,99239-39-1,116301-06-5,121843-49-0,121843-50-3,121843-51-4,142434-12-6) → U 50488 hydrochloride (67197-96-0,74512-83-7,109620-49-7,114358-63-3,114528-79-9,114528-81-3,121843-55-8)

Guidance literature:

Multi-step reaction with 2 steps

1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

2: hydrogenchloride / diethyl ether; ethyl acetate / Inert atmosphere

With hydrogenchloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In diethyl ether; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1002/cmdc.201100278

Reference yield:

cyclohexane-1,2-epoxide (286-20-4) → U 50488 hydrochloride (67197-96-0,74512-83-7,109620-49-7,114358-63-3,114528-79-9,114528-81-3,121843-55-8)

Guidance literature:

Multi-step reaction with 5 steps

1: ethanol / 18 h / 80 °C / Inert atmosphere

2: triethylamine / diethyl ether / 0.5 h / 0 °C / Inert atmosphere

3: diethyl ether; water / 18 h / 10 - 20 °C / Inert atmosphere; Cooling with ice

4: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

5: hydrogenchloride / diethyl ether; ethyl acetate / Inert atmosphere

With hydrogenchloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; In diethyl ether; ethanol; water; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1002/cmdc.201100278

upstream raw materials:

(+/-)-trans-[2-(pyrrolidinyl)]cyclohexanol

cyclohexane-1,2-epoxide

Methanesulfonic acid (1R,2R)-2-pyrrolidin-1-yl-cyclohexyl ester

trans-3,4-dichloro-N-methyl-N-[2-(1-pyrrolidynyl)-cyclohexyl]benzeneacetamide