(S)-(1-(4-(3-bromo-2-methylphenoxy)phenyl)pyrrolidin-2-yl)methyl methanesulfonate

Base Information

Chemical Name:(S)-(1-(4-(3-bromo-2-methylphenoxy)phenyl)pyrrolidin-2-yl)methyl methanesulfonate
CAS No.:1283146-66-6
Molecular Formula:C₁₉H₂₂BrNO₄S
Molecular Weight:440.358
Hs Code.:

Synonyms:(S)-(1-(4-(3-bromo-2-methylphenoxy)phenyl)pyrrolidin-2-yl)methyl methanesulfonate

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Chemical Property of (S)-(1-(4-(3-bromo-2-methylphenoxy)phenyl)pyrrolidin-2-yl)methyl methanesulfonate

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Technology Process of (S)-(1-(4-(3-bromo-2-methylphenoxy)phenyl)pyrrolidin-2-yl)methyl methanesulfonate

There total 6 articles about (S)-(1-(4-(3-bromo-2-methylphenoxy)phenyl)pyrrolidin-2-yl)methyl methanesulfonate 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: 82.0%

: 1283146-64-4
(S)-(1-(4-(3-bromo-2-methylphenoxy)phenyl)pyrrolidin-2-yl)methanol

: 124-63-0
methanesulfonyl chloride

: 1283146-66-6
(S)-(1-(4-(3-bromo-2-methylphenoxy)phenyl)pyrrolidin-2-yl)methyl methanesulfonate

Guidance literature:: With triethylamine; In dichloromethane; at 0 - 20 ℃; for 0.583333h;

Reference yield:

: 55289-36-6
3-bromo-2-methylaniline

: 1283146-66-6
(S)-(1-(4-(3-bromo-2-methylphenoxy)phenyl)pyrrolidin-2-yl)methyl methanesulfonate

Guidance literature:: Multi-step reaction with 6 steps

1: sulfuric acid; sodium nitrite / water / 0 - 100 °C

2: caesium carbonate / N,N-dimethyl-formamide / 2 h / 80 °C

3: zinc / acetic acid / 20 °C / Inert atmosphere

4: toluene-4-sulfonic acid; sodium nitrite; potassium iodide / acetonitrile; water / 20 °C

5: copper(l) iodide; sodium hydroxide / isopropyl alcohol / 90 °C / Inert atmosphere; Sealed tube

6: triethylamine / dichloromethane / 1 h / 0 °C

With copper(l) iodide; sulfuric acid; caesium carbonate; toluene-4-sulfonic acid; triethylamine; potassium iodide; sodium hydroxide; zinc; sodium nitrite; In dichloromethane; water; acetic acid; N,N-dimethyl-formamide; isopropyl alcohol; acetonitrile;
DOI:10.1021/acs.jmedchem.6b01559

Reference yield:

: 7766-23-6
3-bromo-2-methylphenol

: 1283146-66-6
(S)-(1-(4-(3-bromo-2-methylphenoxy)phenyl)pyrrolidin-2-yl)methyl methanesulfonate

Guidance literature:: Multi-step reaction with 5 steps

1: caesium carbonate / N,N-dimethyl-formamide / 2 h / 80 °C

2: zinc / acetic acid / 20 °C / Inert atmosphere

3: toluene-4-sulfonic acid; sodium nitrite; potassium iodide / acetonitrile; water / 20 °C

4: copper(l) iodide; sodium hydroxide / isopropyl alcohol / 90 °C / Inert atmosphere; Sealed tube

5: triethylamine / dichloromethane / 1 h / 0 °C

With copper(l) iodide; caesium carbonate; toluene-4-sulfonic acid; triethylamine; potassium iodide; sodium hydroxide; zinc; sodium nitrite; In dichloromethane; water; acetic acid; N,N-dimethyl-formamide; isopropyl alcohol; acetonitrile;
DOI:10.1021/acs.jmedchem.6b01559