4-(4-(1-(cyanomethyl)-3-(3-hydroxy-5-methylphenyl)-1H-pyrazol-4-yl)pyridin-2-yl)benzonitrile

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Chemical Name:4-(4-(1-(cyanomethyl)-3-(3-hydroxy-5-methylphenyl)-1H-pyrazol-4-yl)pyridin-2-yl)benzonitrile
CAS No.:1192886-02-4
Molecular Formula:C₂₄H₁₇N₅O
Molecular Weight:391.432
Hs Code.:

Synonyms:4-(4-(1-(cyanomethyl)-3-(3-hydroxy-5-methylphenyl)-1H-pyrazol-4-yl)pyridin-2-yl)benzonitrile

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Chemical Property of 4-(4-(1-(cyanomethyl)-3-(3-hydroxy-5-methylphenyl)-1H-pyrazol-4-yl)pyridin-2-yl)benzonitrile

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Technology Process of 4-(4-(1-(cyanomethyl)-3-(3-hydroxy-5-methylphenyl)-1H-pyrazol-4-yl)pyridin-2-yl)benzonitrile

There total 7 articles about 4-(4-(1-(cyanomethyl)-3-(3-hydroxy-5-methylphenyl)-1H-pyrazol-4-yl)pyridin-2-yl)benzonitrile 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: 81.0%

: 1192885-66-7
4-(4-(1-(cyanomethyl)-3-(3-methoxy-5-methylphenyl)-1H-pyrazol-4-yl)pyridin-2-yl)benzonitrile

: 1192886-02-4
4-(4-(1-(cyanomethyl)-3-(3-hydroxy-5-methylphenyl)-1H-pyrazol-4-yl)pyridin-2-yl)benzonitrile

Guidance literature:: 4-(4-(1-(cyanomethyl)-3-(3-methoxy-5-methylphenyl)-1H-pyrazol-4-yl)pyridin-2-yl)benzonitrile; With boron dimethyl-trifluoro sulphide; In dichloromethane; at 20 ℃; Inert atmosphere;

With water; In ethyl acetate;
DOI:10.1016/j.bmc.2010.04.029

Reference yield:

: 585-81-9
3-hydroxy-5-methylbenzoic acid

: 1192886-02-4
4-(4-(1-(cyanomethyl)-3-(3-hydroxy-5-methylphenyl)-1H-pyrazol-4-yl)pyridin-2-yl)benzonitrile

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium carbonate / dmap / acetone / 12 h / 65 °C

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

3.1: 12 h / Reflux

3.2: 2 h / 20 °C

4.1: potassium carbonate / acetone / 2 h / Reflux

4.2: 2 h / Reflux

4.3: 12 h / 70 °C / Inert atmosphere

5.1: boron dimethyl-trifluoro sulphide / dichloromethane / 24 h / 20 °C / Inert atmosphere

With boron dimethyl-trifluoro sulphide; potassium carbonate; lithium hexamethyldisilazane; dmap; In tetrahydrofuran; dichloromethane; acetone;

Reference yield:

: 624-75-9
iodoacetonitrile

: 1192885-45-2
2-chloro-4-(3-(3-methoxy-5-methylphenyl)-1H-pyrazol-4-yl)pyridine

: 126747-14-6
4-cyanophenylboronic acid

: 1192886-02-4
4-(4-(1-(cyanomethyl)-3-(3-hydroxy-5-methylphenyl)-1H-pyrazol-4-yl)pyridin-2-yl)benzonitrile

: 1192886-13-7
4-(4-(1-(cyanomethyl)-5-(3-hydroxy-5-methylphenyl)-1H-pyrazol-4-yl)pyridin-2-yl)benzonitrile

Guidance literature:: iodoacetonitrile; 2-chloro-4-(3-(3-methoxy-5-methylphenyl)-1H-pyrazol-4-yl)pyridine; With potassium carbonate; In acetone; for 4h; Reflux;

4-cyanophenylboronic acid; With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate; In tetrahydrofuran; water; at 70 ℃; for 12h; Inert atmosphere;

With boron dimethyl-trifluoro sulphide; In dichloromethane; at 20 ℃; for 24h; Inert atmosphere;
DOI:10.1016/j.bmcl.2009.08.029