1,1-dimethylethyl 4-{5-chloro-3-[3-(diethylamino)propyl]-2-methylphenyl}piperazine-1-carboxylate

Base Information

Chemical Name:1,1-dimethylethyl 4-{5-chloro-3-[3-(diethylamino)propyl]-2-methylphenyl}piperazine-1-carboxylate
CAS No.:871339-35-4
Molecular Formula:C₂₃H₃₈ClN₃O₂
Molecular Weight:424.027
Hs Code.:

Synonyms:1,1-dimethylethyl 4-{5-chloro-3-[3-(diethylamino)propyl]-2-methylphenyl}piperazine-1-carboxylate

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Chemical Property of 1,1-dimethylethyl 4-{5-chloro-3-[3-(diethylamino)propyl]-2-methylphenyl}piperazine-1-carboxylate

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Technology Process of 1,1-dimethylethyl 4-{5-chloro-3-[3-(diethylamino)propyl]-2-methylphenyl}piperazine-1-carboxylate

There total 5 articles about 1,1-dimethylethyl 4-{5-chloro-3-[3-(diethylamino)propyl]-2-methylphenyl}piperazine-1-carboxylate 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: 76.0%

: 871339-34-3
1,1-dimethylethyl 4-[5-chloro-2-methyl-3-(3-oxopropyl)phenyl]piperazine-1-carboxylate

: 109-89-7
diethylamine

: 871339-35-4
1,1-dimethylethyl 4-{5-chloro-3-[3-(diethylamino)propyl]-2-methylphenyl}piperazine-1-carboxylate

Guidance literature:: 1,1-dimethylethyl 4-[5-chloro-2-methyl-3-(3-oxopropyl)phenyl]piperazine-1-carboxylate; diethylamine; With sodium tris(acetoxy)borohydride; In 1,2-dichloro-ethane; at 20 ℃; for 0.75h;

With hydrogenchloride; In water; 1,2-dichloro-ethane;

With sodium hydrogencarbonate; In dichloromethane; water; 1,2-dichloro-ethane;

Reference yield:

: 870606-29-4
5-chloro-3-iodo-2-methylaniline

: 871339-35-4
1,1-dimethylethyl 4-{5-chloro-3-[3-(diethylamino)propyl]-2-methylphenyl}piperazine-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: potassium carbonate / diethylene glycol dimethyl ether / 24 h / Reflux

2: tetrahydrofuran / 15 h / 20 °C

3: tetrabutyl-ammonium chloride; palladium diacetate; sodium hydrogencarbonate / N,N-dimethyl-formamide / 4 h / 50 °C

4: sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane

With tetrabutyl-ammonium chloride; palladium diacetate; sodium tris(acetoxy)borohydride; sodium hydrogencarbonate; potassium carbonate; In tetrahydrofuran; diethylene glycol dimethyl ether; 1,2-dichloro-ethane; N,N-dimethyl-formamide; 3: Heck reaction;
DOI:10.1016/j.bmcl.2012.01.105

Reference yield:

: 871339-21-8
1-(5-chloro-3-iodo-2-methylphenyl)piperazine

: 871339-35-4
1,1-dimethylethyl 4-{5-chloro-3-[3-(diethylamino)propyl]-2-methylphenyl}piperazine-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: tetrahydrofuran / 15 h / 20 °C

2: tetrabutyl-ammonium chloride; palladium diacetate; sodium hydrogencarbonate / N,N-dimethyl-formamide / 4 h / 50 °C

3: sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane

With tetrabutyl-ammonium chloride; palladium diacetate; sodium tris(acetoxy)borohydride; sodium hydrogencarbonate; In tetrahydrofuran; 1,2-dichloro-ethane; N,N-dimethyl-formamide; 2: Heck reaction;
DOI:10.1016/j.bmcl.2012.01.105