(R)-6-(1-(4-cyano-3-methylphenyl)-5-cyclopentyl-4,5-dihydro-1H-pyrazol-3-yl)-2-methoxynicotinic acid

Base Information

Chemical Name:(R)-6-(1-(4-cyano-3-methylphenyl)-5-cyclopentyl-4,5-dihydro-1H-pyrazol-3-yl)-2-methoxynicotinic acid
CAS No.:1246765-54-7
Molecular Formula:C₂₃H₂₄N₄O₃
Molecular Weight:404.469
Hs Code.:

Synonyms:(R)-6-(1-(4-cyano-3-methylphenyl)-5-cyclopentyl-4,5-dihydro-1H-pyrazol-3-yl)-2-methoxynicotinic acid

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Chemical Property of (R)-6-(1-(4-cyano-3-methylphenyl)-5-cyclopentyl-4,5-dihydro-1H-pyrazol-3-yl)-2-methoxynicotinic acid

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Technology Process of (R)-6-(1-(4-cyano-3-methylphenyl)-5-cyclopentyl-4,5-dihydro-1H-pyrazol-3-yl)-2-methoxynicotinic acid

There total 16 articles about (R)-6-(1-(4-cyano-3-methylphenyl)-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: 95.0%

: 1246765-52-5
(R)-methyl 6-(1-(4-cyano-3-methylphenyl)-5-cyclopentyl-4,5-dihydro-1H-pyrazol-3-yl)-2-methoxynicotinate

: 1246765-54-7
(R)-6-(1-(4-cyano-3-methylphenyl)-5-cyclopentyl-4,5-dihydro-1H-pyrazol-3-yl)-2-methoxynicotinic acid

Guidance literature:: (R)-methyl 6-(1-(4-cyano-3-methylphenyl)-5-cyclopentyl-4,5-dihydro-1H-pyrazol-3-yl)-2-methoxynicotinate; With water; lithium hydroxide; In tetrahydrofuran; at 40 ℃; for 18h;

With hydrogenchloride; In tetrahydrofuran; water; pH=4; Product distribution / selectivity;

Reference yield: 29.0%

: 1246765-53-6
6-[1-(4-cyano-3-methylphenyl)-5-cyclopentyl-4,5-dihydro-1H-pyrazol-3-yl]-2-methoxynicotinic acid

: 1246765-54-7
(R)-6-(1-(4-cyano-3-methylphenyl)-5-cyclopentyl-4,5-dihydro-1H-pyrazol-3-yl)-2-methoxynicotinic acid

: 1246765-55-8
(S)-6-(1-(4-cyano-3-methylphenyl)-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:

: 1246765-27-4
methyl 2-methoxy-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)nicotinate

: 1246765-54-7
(R)-6-(1-(4-cyano-3-methylphenyl)-5-cyclopentyl-4,5-dihydro-1H-pyrazol-3-yl)-2-methoxynicotinic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / 1,2-dimethoxyethane / 80 °C

2.1: chiral Column AD-H / methanol; carbon dioxide / Resolution of racemate

3.1: sodium hydroxide / tetrahydrofuran; water / 5.5 h / 40 °C

3.2: pH 3

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; sodium hydroxide; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; carbon dioxide; water; 1.1: Suzuki-Miyaura cross-coupling;
DOI:10.1016/j.tetlet.2011.10.052