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

Base Information

Chemical Name:(S)-2-(1-(4-(3-bromo-2-methylphenoxy)phenyl)pyrrolidin-2-yl)acetonitrile
CAS No.:1283146-65-5
Molecular Formula:C₁₉H₁₉BrN₂O
Molecular Weight:371.277
Hs Code.:

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

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

Chemical Property:

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

There total 7 articles about (S)-2-(1-(4-(3-bromo-2-methylphenoxy)phenyl)pyrrolidin-2-yl)acetonitrile 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:

: 773837-37-9
sodium cyanide

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

: 1283146-65-5
(S)-2-(1-(4-(3-bromo-2-methylphenoxy)phenyl)pyrrolidin-2-yl)acetonitrile

Guidance literature:: In dimethylsulfoxide-d6; at 55 ℃; for 4h;

Reference yield:

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

: 1283146-65-5
(S)-2-(1-(4-(3-bromo-2-methylphenoxy)phenyl)pyrrolidin-2-yl)acetonitrile

Guidance literature:: Multi-step reaction with 7 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

7: dimethyl sulfoxide / 50 °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; dimethyl sulfoxide; N,N-dimethyl-formamide; isopropyl alcohol; acetonitrile;
DOI:10.1021/acs.jmedchem.6b01559

Reference yield:

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

: 1283146-65-5
(S)-2-(1-(4-(3-bromo-2-methylphenoxy)phenyl)pyrrolidin-2-yl)acetonitrile

Guidance literature:: Multi-step reaction with 6 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

6: dimethyl sulfoxide / 50 °C

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