N-benzyl-3-[(4-chlorophenyl)(2-chloropyridin-3-yl)methoxy]-N-[2-(dimethylamino)ethyl]azetidine-1-carboxamide

Base Information

Chemical Name:N-benzyl-3-[(4-chlorophenyl)(2-chloropyridin-3-yl)methoxy]-N-[2-(dimethylamino)ethyl]azetidine-1-carboxamide
CAS No.:1357305-72-6
Molecular Formula:C₂₇H₃₀Cl₂N₄O₂
Molecular Weight:513.467
Hs Code.:

Synonyms:N-benzyl-3-[(4-chlorophenyl)(2-chloropyridin-3-yl)methoxy]-N-[2-(dimethylamino)ethyl]azetidine-1-carboxamide

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Chemical Property of N-benzyl-3-[(4-chlorophenyl)(2-chloropyridin-3-yl)methoxy]-N-[2-(dimethylamino)ethyl]azetidine-1-carboxamide

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Technology Process of N-benzyl-3-[(4-chlorophenyl)(2-chloropyridin-3-yl)methoxy]-N-[2-(dimethylamino)ethyl]azetidine-1-carboxamide

There total 9 articles about N-benzyl-3-[(4-chlorophenyl)(2-chloropyridin-3-yl)methoxy]-N-[2-(dimethylamino)ethyl]azetidine-1-carboxamide 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:

: 1357306-02-5
C₁₆H₁₃Cl₃N₂O₂

: 103-55-9
N,N-dimethyl-N'-benzyl-1,2-ethanediamine

: 1357305-72-6
N-benzyl-3-[(4-chlorophenyl)(2-chloropyridin-3-yl)methoxy]-N-[2-(dimethylamino)ethyl]azetidine-1-carboxamide

Guidance literature:: C₁₆H₁₃Cl₃N₂O₂; N,N-dimethyl-N'-benzyl-1,2-ethanediamine; With MP-carbonate resin; In dichloromethane; for 24h;

With MP-isocyanate resin; In dichloromethane;
DOI:10.1016/j.bmcl.2011.12.032

Reference yield:

: 873-77-8
(4-chlorphenyl)magnesium bromide

: 1357305-72-6
N-benzyl-3-[(4-chlorophenyl)(2-chloropyridin-3-yl)methoxy]-N-[2-(dimethylamino)ethyl]azetidine-1-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: tetrahydrofuran; diethyl ether / 19.25 h / 5 - 20 °C / Inert atmosphere

2.1: sodium tetrahydroborate / methanol / 1.7 h

3.1: toluene-4-sulfonic acid / toluene / 4 h

4.1: carbonochloridic acid 1-chloro-ethyl ester / dichloromethane / 18 h / 20 °C

4.2: 19 h

5.1: pyridine / dichloromethane / 1.5 h / 0 - 20 °C

6.1: MP-carbonate resin / dichloromethane / 24 h

6.2: MP-isocyanate resin

With pyridine; sodium tetrahydroborate; carbonochloridic acid 1-chloro-ethyl ester; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; toluene; 1.1: Grignard reaction;
DOI:10.1016/j.bmcl.2011.12.032

Reference yield:

: 49609-84-9
2-Chloronicotinoyl chloride

: 1357305-72-6
N-benzyl-3-[(4-chlorophenyl)(2-chloropyridin-3-yl)methoxy]-N-[2-(dimethylamino)ethyl]azetidine-1-carboxamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: triethylamine / dichloromethane / 10 - 15 °C / Inert atmosphere

2.1: tetrahydrofuran; diethyl ether / 19.25 h / 5 - 20 °C / Inert atmosphere

3.1: sodium tetrahydroborate / methanol / 1.7 h

4.1: toluene-4-sulfonic acid / toluene / 4 h

5.1: carbonochloridic acid 1-chloro-ethyl ester / dichloromethane / 18 h / 20 °C

5.2: 19 h

6.1: pyridine / dichloromethane / 1.5 h / 0 - 20 °C

7.1: MP-carbonate resin / dichloromethane / 24 h

7.2: MP-isocyanate resin

With pyridine; sodium tetrahydroborate; carbonochloridic acid 1-chloro-ethyl ester; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; toluene; 2.1: Grignard reaction;
DOI:10.1016/j.bmcl.2011.12.032