2-((2R,4R)-1-(4-hydroxyphenyl)-4-(trifluoromethyl)pyrrolidin-2-yl)acetonitrile

Base Information

Chemical Name:2-((2R,4R)-1-(4-hydroxyphenyl)-4-(trifluoromethyl)pyrrolidin-2-yl)acetonitrile
CAS No.:1610033-08-3
Molecular Formula:C₁₃H₁₃F₃N₂O
Molecular Weight:270.254
Hs Code.:

Synonyms:2-((2R,4R)-1-(4-hydroxyphenyl)-4-(trifluoromethyl)pyrrolidin-2-yl)acetonitrile

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Chemical Property of 2-((2R,4R)-1-(4-hydroxyphenyl)-4-(trifluoromethyl)pyrrolidin-2-yl)acetonitrile

Chemical Property:

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Technology Process of 2-((2R,4R)-1-(4-hydroxyphenyl)-4-(trifluoromethyl)pyrrolidin-2-yl)acetonitrile

There total 12 articles about 2-((2R,4R)-1-(4-hydroxyphenyl)-4-(trifluoromethyl)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: 99.0%

: 1610033-07-2
2-((2R,4R)-1-(4-(benzyloxy)phenyl)-4-(trifluoromethyl)pyrrolidin-2-yl)acetonitrile

: 1610033-08-3
2-((2R,4R)-1-(4-hydroxyphenyl)-4-(trifluoromethyl)pyrrolidin-2-yl)acetonitrile

Guidance literature:: With palladium 10% on activated carbon; hydrogen; acetic acid; In ethyl acetate; at 20 ℃; for 72h; under 760.051 Torr; Inert atmosphere;

Reference yield:

: (R)-2-benzyl 1-tert-butyl 4-oxopyrrolidine-1,2-dicarboxylate

: 1610033-08-3
2-((2R,4R)-1-(4-hydroxyphenyl)-4-(trifluoromethyl)pyrrolidin-2-yl)acetonitrile

Guidance literature:: Multi-step reaction with 11 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

2: pyridine; thionyl chloride / 0.75 h / 0 - 110 °C / Inert atmosphere

3: palladium 10% on activated carbon; hydrogen / ethanol / 20 °C / 760.05 Torr

4: 4-methyl-morpholine / tetrahydrofuran / 1 h / -10 °C / Inert atmosphere

5: sodium tetrahydroborate / tetrahydrofuran; water / 1 h / 0 - 20 °C

6: hydrogenchloride / 1,4-dioxane / 1 h / 0 - 20 °C / Inert atmosphere

7: ethanol / 20 °C / Inert atmosphere

8: sodium hydroxide; copper(l) iodide / butan-1-ol / 90 °C / Inert atmosphere

9: triethylamine / 0 - 20 °C / Inert atmosphere

10: dimethyl sulfoxide / 9 h / 40 °C / Inert atmosphere

11: palladium 10% on activated carbon; hydrogen; acetic acid / ethyl acetate / 20 °C / 760.05 Torr

With 4-methyl-morpholine; pyridine; hydrogenchloride; sodium tetrahydroborate; copper(l) iodide; thionyl chloride; palladium 10% on activated carbon; tetrabutyl ammonium fluoride; hydrogen; acetic acid; triethylamine; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; ethanol; water; dimethyl sulfoxide; ethyl acetate; butan-1-ol;
DOI:10.1021/acs.jmedchem.7b00982

Reference yield:

: ((2R,4R)-4-(trifluoromethyl)pyrrolidin-2-yl)methanol hydrochloride

: 1610033-08-3
2-((2R,4R)-1-(4-hydroxyphenyl)-4-(trifluoromethyl)pyrrolidin-2-yl)acetonitrile

Guidance literature:: Multi-step reaction with 5 steps

1: ethanol / 20 °C / Inert atmosphere

2: sodium hydroxide; copper(l) iodide / butan-1-ol / 90 °C / Inert atmosphere

3: triethylamine / 0 - 20 °C / Inert atmosphere

4: dimethyl sulfoxide / 9 h / 40 °C / Inert atmosphere

5: palladium 10% on activated carbon; hydrogen; acetic acid / ethyl acetate / 20 °C / 760.05 Torr

With copper(l) iodide; palladium 10% on activated carbon; hydrogen; acetic acid; triethylamine; sodium hydroxide; In ethanol; dimethyl sulfoxide; ethyl acetate; butan-1-ol;
DOI:10.1021/acs.jmedchem.7b00982