{3-[(4-chlorophenyl)(2-chloropyridin-3-yl)methoxy]azetidin-1-yl}(3-hydroxypyrrolidin-1-yl)methanone

Base Information

Chemical Name:{3-[(4-chlorophenyl)(2-chloropyridin-3-yl)methoxy]azetidin-1-yl}(3-hydroxypyrrolidin-1-yl)methanone
CAS No.:1357305-57-7
Molecular Formula:C₂₀H₂₁Cl₂N₃O₃
Molecular Weight:422.311
Hs Code.:

Synonyms:{3-[(4-chlorophenyl)(2-chloropyridin-3-yl)methoxy]azetidin-1-yl}(3-hydroxypyrrolidin-1-yl)methanone

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Chemical Property of {3-[(4-chlorophenyl)(2-chloropyridin-3-yl)methoxy]azetidin-1-yl}(3-hydroxypyrrolidin-1-yl)methanone

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Technology Process of {3-[(4-chlorophenyl)(2-chloropyridin-3-yl)methoxy]azetidin-1-yl}(3-hydroxypyrrolidin-1-yl)methanone

There total 8 articles about {3-[(4-chlorophenyl)(2-chloropyridin-3-yl)methoxy]azetidin-1-yl}(3-hydroxypyrrolidin-1-yl)methanone 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:

: 40499-83-0
pyrrolidin-3-ol

: 1357306-02-5
C₁₆H₁₃Cl₃N₂O₂

: 1357305-57-7
{3-[(4-chlorophenyl)(2-chloropyridin-3-yl)methoxy]azetidin-1-yl}(3-hydroxypyrrolidin-1-yl)methanone

Guidance literature:: With triethylamine; In dichloromethane; for 1h;
DOI:10.1016/j.bmcl.2011.12.032

Reference yield:

: 49609-84-9
2-Chloronicotinoyl chloride

: 1357305-57-7
{3-[(4-chlorophenyl)(2-chloropyridin-3-yl)methoxy]azetidin-1-yl}(3-hydroxypyrrolidin-1-yl)methanone

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: triethylamine / dichloromethane / 1 h

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

Reference yield:

: 488149-34-4
2-chloro-N-methoxy-N-methyl-pyridine-3-carboxamide

: 1357305-57-7
{3-[(4-chlorophenyl)(2-chloropyridin-3-yl)methoxy]azetidin-1-yl}(3-hydroxypyrrolidin-1-yl)methanone

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: triethylamine / dichloromethane / 1 h

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