[5-(3-hydroxy-5-methylphenyl)-4-(2-(4-dimethylaminophenyl)pyridin-4-yl)-pyrazol-1-yl]acetonitrile

Base Information

Chemical Name:[5-(3-hydroxy-5-methylphenyl)-4-(2-(4-dimethylaminophenyl)pyridin-4-yl)-pyrazol-1-yl]acetonitrile
CAS No.:1192886-14-8
Molecular Formula:C₂₅H₂₃N₅O
Molecular Weight:409.491
Hs Code.:

Synonyms:[5-(3-hydroxy-5-methylphenyl)-4-(2-(4-dimethylaminophenyl)pyridin-4-yl)-pyrazol-1-yl]acetonitrile

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Chemical Property of [5-(3-hydroxy-5-methylphenyl)-4-(2-(4-dimethylaminophenyl)pyridin-4-yl)-pyrazol-1-yl]acetonitrile

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Technology Process of [5-(3-hydroxy-5-methylphenyl)-4-(2-(4-dimethylaminophenyl)pyridin-4-yl)-pyrazol-1-yl]acetonitrile

There total 7 articles about [5-(3-hydroxy-5-methylphenyl)-4-(2-(4-dimethylaminophenyl)pyridin-4-yl)-pyrazol-1-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: 39.0%

: 1192885-85-0
2-(4-(2-(4-(dimethylamino)phenyl)pyridin-4-yl)-5-(3-methoxy-5-methylphenyl)-1H-pyrazol-1-yl)acetonitrile

: 1192886-14-8
[5-(3-hydroxy-5-methylphenyl)-4-(2-(4-dimethylaminophenyl)pyridin-4-yl)-pyrazol-1-yl]acetonitrile

Guidance literature:: With boron dimethyl-trifluoro sulphide; In dichloromethane; at 20 ℃; for 24h; Inert atmosphere;

Reference yield:

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

: 1192886-14-8
[5-(3-hydroxy-5-methylphenyl)-4-(2-(4-dimethylaminophenyl)pyridin-4-yl)-pyrazol-1-yl]acetonitrile

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

: 28611-39-4
4-(dimethylamino)benzene-boronic acid

: 1192886-04-6
2-(4-(2-(4-(dimethylamino)phenyl)pyridin-4-yl)-3-(3-hydroxy-5-methylphenyl)-1H-pyrazol-1-yl)acetonitrile

: 1192886-14-8
[5-(3-hydroxy-5-methylphenyl)-4-(2-(4-dimethylaminophenyl)pyridin-4-yl)-pyrazol-1-yl]acetonitrile

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-(dimethylamino)benzene-boronic 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