2-((2S)-1-(4-(2'-fluoro-5'-methoxy-2-methylbiphenyl-3-yloxy)phenyl)pyrrolidin-2-yl)acetonitrile

Base Information

Chemical Name:2-((2S)-1-(4-(2'-fluoro-5'-methoxy-2-methylbiphenyl-3-yloxy)phenyl)pyrrolidin-2-yl)acetonitrile
CAS No.:1283146-67-7
Molecular Formula:C₂₆H₂₅FN₂O₂
Molecular Weight:416.495
Hs Code.:

Synonyms:2-((2S)-1-(4-(2'-fluoro-5'-methoxy-2-methylbiphenyl-3-yloxy)phenyl)pyrrolidin-2-yl)acetonitrile

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Chemical Property of 2-((2S)-1-(4-(2'-fluoro-5'-methoxy-2-methylbiphenyl-3-yloxy)phenyl)pyrrolidin-2-yl)acetonitrile

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Technology Process of 2-((2S)-1-(4-(2'-fluoro-5'-methoxy-2-methylbiphenyl-3-yloxy)phenyl)pyrrolidin-2-yl)acetonitrile

There total 8 articles about 2-((2S)-1-(4-(2'-fluoro-5'-methoxy-2-methylbiphenyl-3-yloxy)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: 22.29%

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

: 406482-19-7
2-fluoro-5-methoxyphenylboronic acid

: 1283146-67-7
2-((2S)-1-(4-(2'-fluoro-5'-methoxy-2-methylbiphenyl-3-yloxy)phenyl)pyrrolidin-2-yl)acetonitrile

Guidance literature:: With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; at 100 ℃; for 0.833333h; Inert atmosphere;

Reference yield:

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

: 1283146-67-7
2-((2S)-1-(4-(2'-fluoro-5'-methoxy-2-methylbiphenyl-3-yloxy)phenyl)pyrrolidin-2-yl)acetonitrile

Guidance literature:: Multi-step reaction with 8 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

8: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium phosphate / N,N-dimethyl-formamide / 1.67 h / 100 °C / Inert atmosphere; Sealed tube

With potassium phosphate; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 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:

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

: 1283146-67-7
2-((2S)-1-(4-(2'-fluoro-5'-methoxy-2-methylbiphenyl-3-yloxy)phenyl)pyrrolidin-2-yl)acetonitrile

Guidance literature:: Multi-step reaction with 3 steps

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

2: dimethyl sulfoxide / 50 °C

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium phosphate / N,N-dimethyl-formamide / 1.67 h / 100 °C / Inert atmosphere; Sealed tube

With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/acs.jmedchem.6b01559