(R)-6-[1-(3-chloro-4-cyanophenyl)-5-cyclopentyl-4,5-dihydro-1H-pyrazol-3-yl]-2-methoxynicotinic acid

Base Information

Chemical Name:(R)-6-[1-(3-chloro-4-cyanophenyl)-5-cyclopentyl-4,5-dihydro-1H-pyrazol-3-yl]-2-methoxynicotinic acid
CAS No.:1246765-58-1
Molecular Formula:C₂₂H₂₁ClN₄O₃
Molecular Weight:424.887
Hs Code.:

Synonyms:(R)-6-[1-(3-chloro-4-cyanophenyl)-5-cyclopentyl-4,5-dihydro-1H-pyrazol-3-yl]-2-methoxynicotinic acid

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Chemical Property of (R)-6-[1-(3-chloro-4-cyanophenyl)-5-cyclopentyl-4,5-dihydro-1H-pyrazol-3-yl]-2-methoxynicotinic acid

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Technology Process of (R)-6-[1-(3-chloro-4-cyanophenyl)-5-cyclopentyl-4,5-dihydro-1H-pyrazol-3-yl]-2-methoxynicotinic acid

There total 4 articles about (R)-6-[1-(3-chloro-4-cyanophenyl)-5-cyclopentyl-4,5-dihydro-1H-pyrazol-3-yl]-2-methoxynicotinic acid 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: 39.0%

: 1246765-57-0
6-[1-(3-chloro-4-cyanophenyl)-5-cyclopentyl-4,5-dihydro-1H-pyrazol-3-yl]-2-methoxynicotinic acid

: 1246765-58-1
(R)-6-[1-(3-chloro-4-cyanophenyl)-5-cyclopentyl-4,5-dihydro-1H-pyrazol-3-yl]-2-methoxynicotinic acid

: 1246765-59-2
(S)-6-[1-(3-chloro-4-cyanophenyl)-5-cyclopentyl-4,5-dihydro-1H-pyrazol-3-yl]-2-methoxynicotinic acid

Guidance literature:: With chiralpak AD-H; In methanol; Resolution of racemate; Supercritical conditions;
DOI:10.1021/jm500206r

Reference yield:

: 1246765-25-2
methyl 6-(3-cyclopentylacryloyl)-2-methoxynicotinate

: 1246765-58-1
(R)-6-[1-(3-chloro-4-cyanophenyl)-5-cyclopentyl-4,5-dihydro-1H-pyrazol-3-yl]-2-methoxynicotinic acid

: 1246765-59-2
(S)-6-[1-(3-chloro-4-cyanophenyl)-5-cyclopentyl-4,5-dihydro-1H-pyrazol-3-yl]-2-methoxynicotinic acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium ethanolate / ethanol / 2 h / 80 °C / Inert atmosphere

1.2: Inert atmosphere; Cooling

2.1: chiralpak AD-H / methanol / Resolution of racemate; Supercritical conditions

With sodium ethanolate; In methanol; ethanol;
DOI:10.1021/jm500206r

Reference yield:

: 19841-85-1
6-acetyl-2-hydroxynicotinic acid

: 1246765-58-1
(R)-6-[1-(3-chloro-4-cyanophenyl)-5-cyclopentyl-4,5-dihydro-1H-pyrazol-3-yl]-2-methoxynicotinic acid

: 1246765-59-2
(S)-6-[1-(3-chloro-4-cyanophenyl)-5-cyclopentyl-4,5-dihydro-1H-pyrazol-3-yl]-2-methoxynicotinic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: caesium carbonate / N,N-dimethyl-formamide / 16 h / 20 °C / Inert atmosphere

2.1: pyrrolidine / methanol / 2.17 h / 0 - 20 °C / Inert atmosphere

3.1: sodium ethanolate / ethanol / 2 h / 80 °C / Inert atmosphere

3.2: Inert atmosphere; Cooling

4.1: chiralpak AD-H / methanol / Resolution of racemate; Supercritical conditions

With pyrrolidine; sodium ethanolate; caesium carbonate; In methanol; ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jm500206r