(-)-N-(5-cyanopyridin-2-yl)-2-[(3,4-dimethoxyphenyl)oxymethyl]-2-phenylcyclopropanecarboxamide

Base Information

Chemical Name:(-)-N-(5-cyanopyridin-2-yl)-2-[(3,4-dimethoxyphenyl)oxymethyl]-2-phenylcyclopropanecarboxamide
CAS No.:1383745-44-5
Molecular Formula:C₂₅H₂₃N₃O₄
Molecular Weight:429.475
Hs Code.:

Synonyms:(-)-N-(5-cyanopyridin-2-yl)-2-[(3,4-dimethoxyphenyl)oxymethyl]-2-phenylcyclopropanecarboxamide

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Chemical Property of (-)-N-(5-cyanopyridin-2-yl)-2-[(3,4-dimethoxyphenyl)oxymethyl]-2-phenylcyclopropanecarboxamide

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Technology Process of (-)-N-(5-cyanopyridin-2-yl)-2-[(3,4-dimethoxyphenyl)oxymethyl]-2-phenylcyclopropanecarboxamide

There total 14 articles about (-)-N-(5-cyanopyridin-2-yl)-2-[(3,4-dimethoxyphenyl)oxymethyl]-2-phenylcyclopropanecarboxamide 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: 20.4%

: N-(5-cyanopyridin-2-yl)-2-[(3,4-dimethoxyphenyl)oxymethyl]-2-phenylcyclopropanecarboxamide

: 1383745-44-5
(-)-N-(5-cyanopyridin-2-yl)-2-[(3,4-dimethoxyphenyl)oxymethyl]-2-phenylcyclopropanecarboxamide

: (+)-N-(5-cyanopyridin-2-yl)-2-[(3,4-dimethoxyphenyl)oxymethyl]-2-phenylcyclopropanecarboxamide

Guidance literature:: With CHIRALPAK AD-H; In ethanol;
DOI:10.1016/j.bmc.2014.08.034

Reference yield:

: 4214-73-7
6-aminonicotinonitrile

: 1383746-94-8
2-(3,4-Dimethoxyphenyl)oxymethyl-2-phenylcyclopropanecarboxylic acid

: 1383745-44-5
(-)-N-(5-cyanopyridin-2-yl)-2-[(3,4-dimethoxyphenyl)oxymethyl]-2-phenylcyclopropanecarboxamide

Guidance literature:: 2-(3,4-Dimethoxyphenyl)oxymethyl-2-phenylcyclopropanecarboxylic acid; With triethylamine; trichloromethyl chloroformate; In 1,4-dioxane; for 0.25h;

6-aminonicotinonitrile; In 1,4-dioxane; at 10 - 35 ℃;

Reference yield:

: 140-29-4
phenylacetonitrile

: 1383745-44-5
(-)-N-(5-cyanopyridin-2-yl)-2-[(3,4-dimethoxyphenyl)oxymethyl]-2-phenylcyclopropanecarboxamide

Guidance literature:: Multi-step reaction with 9 steps

1.1: sodium amide / benzene / 3 h / 35 °C / Cooling with ice

1.2: 4 h / 35 °C / Cooling with ice

1.3: 16.5 h / Reflux

2.1: sodium tetrahydroborate / tetrahydrofuran; methanol / 16.5 h / 10 - 35 °C

2.2: Cooling with ice

3.1: 1H-imidazole / N,N-dimethyl-formamide / 1.17 h / -15 °C

4.1: carbon tetrabromide; triphenylphosphine / dichloromethane / 2 h / 0 °C

5.1: potassium carbonate / N,N-dimethyl-formamide / 24.5 h / 70 °C

6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 10 - 35 °C

7.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1.5 h / -78 °C

7.2: 0.25 h

8.1: 2-methyl-but-2-ene; sodium chlorite; sodium dihydrogenphosphate / water; acetone / 2.5 h / 10 - 35 °C

9.1: triethylamine; trichloromethyl chloroformate / 1,4-dioxane / 0.25 h

9.2: 10 - 35 °C

With 1H-imidazole; sodium chlorite; sodium tetrahydroborate; sodium dihydrogenphosphate; 2-methyl-but-2-ene; oxalyl dichloride; sodium amide; carbon tetrabromide; tetrabutyl ammonium fluoride; potassium carbonate; dimethyl sulfoxide; triethylamine; triphenylphosphine; trichloromethyl chloroformate; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; benzene; 7.1: Swern Oxidation;