4-{3-[1-(4-amino-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-5-chloro-2-methoxy-6-methylphenyl}pyridine-2-carbonitrile

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Chemical Name:4-{3-[1-(4-amino-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-5-chloro-2-methoxy-6-methylphenyl}pyridine-2-carbonitrile
CAS No.:1426699-42-4
Molecular Formula:C₂₁H₁₈ClN₇O
Molecular Weight:419.873
Hs Code.:

Synonyms:4-{3-[1-(4-amino-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-5-chloro-2-methoxy-6-methylphenyl}pyridine-2-carbonitrile

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Chemical Property of 4-{3-[1-(4-amino-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-5-chloro-2-methoxy-6-methylphenyl}pyridine-2-carbonitrile

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Technology Process of 4-{3-[1-(4-amino-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-5-chloro-2-methoxy-6-methylphenyl}pyridine-2-carbonitrile

There total 6 articles about 4-{3-[1-(4-amino-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-5-chloro-2-methoxy-6-methylphenyl}pyridine-2-carbonitrile 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:

: 64834-00-0
4-aminopyrazolo[3,4-d]pyrimidine

: 1426699-20-8
4-[3-chloro-5-(1-chloroethyl)-6-methoxy-2-methylphenyl]pyridine-2-carbonitrile

: 1426699-42-4
4-{3-[1-(4-amino-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-5-chloro-2-methoxy-6-methylphenyl}pyridine-2-carbonitrile

: 4-{3-[1-(7-amino-2H-pyrazolo[4,3-d]pyrimidin-2-yl)ethyl]-5-chloro-2-methoxy-6-methylphenyl}pyridine-2-carbonitrile

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 30 ℃; Inert atmosphere;
DOI:10.1021/acsmedchemlett.9b00334

Reference yield:

: 1382994-99-1
1-(3-bromo-5-chloro-2-methoxy-4-methylphenyl)ethanone

: 1426699-42-4
4-{3-[1-(4-amino-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-5-chloro-2-methoxy-6-methylphenyl}pyridine-2-carbonitrile

: 4-{3-[1-(7-amino-2H-pyrazolo[4,3-d]pyrimidin-2-yl)ethyl]-5-chloro-2-methoxy-6-methylphenyl}pyridine-2-carbonitrile

Guidance literature:: Multi-step reaction with 4 steps

1: sodium tetrahydroborate; methanol / 2.5 h / 0 - 20 °C / Inert atmosphere

2: sodium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / water; acetonitrile / 2 h / 95 °C / Inert atmosphere

3: 1,3,5-trichloro-2,4,6-triazine; N,N-dimethyl-formamide / dichloromethane / 20 °C / Inert atmosphere

4: sodium hydride / N,N-dimethyl-formamide / 30 °C / Inert atmosphere

With methanol; sodium tetrahydroborate; 1,3,5-trichloro-2,4,6-triazine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium hydride; sodium carbonate; N,N-dimethyl-formamide; In dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/acsmedchemlett.9b00334

Reference yield:

: 1382996-38-4
1-(3-bromo-5-chloro-2-methoxy-4-methylphenyl)ethanol

: 1426699-42-4
4-{3-[1-(4-amino-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-5-chloro-2-methoxy-6-methylphenyl}pyridine-2-carbonitrile

Guidance literature:: Multi-step reaction with 3 steps

1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate / acetonitrile; water / 2 h / 95 °C / Inert atmosphere

2: 1,3,5-trichloro-2,4,6-triazine; N,N-dimethyl-formamide / dichloromethane / 20 °C

3: sodium hydride / N,N-dimethyl-formamide / 30 °C

With 1,3,5-trichloro-2,4,6-triazine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium hydride; sodium carbonate; N,N-dimethyl-formamide; In dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;