N₅-(3-(1H-pyrazolo[3,4-d]pyrimidin-4-yl)pyridin-2-yl)-6-methyI-N₁-(3-(trifluoromethyl)phenyl)isoquinoIin-1,5-diamine

Base Information

• Chemical Name: N₅-(3-(1H-pyrazolo[3,4-d]pyrimidin-4-yl)pyridin-2-yl)-6-methyI-N₁-(3-(trifluoromethyl)phenyl)isoquinoIin-1,5-diamine
• CAS No.: 1093100-23-2
• Molecular Formula: C₂₇H₁₉F₃N₈
• Molecular Weight: 512.497

Synonyms:N₅-(3-(1H-pyrazolo[3,4-d]pyrimidin-4-yl)pyridin-2-yl)-6-methyI-N₁-(3-(trifluoromethyl)phenyl)isoquinoIin-1,5-diamine

Chemical Property of N₅-(3-(1H-pyrazolo[3,4-d]pyrimidin-4-yl)pyridin-2-yl)-6-methyI-N₁-(3-(trifluoromethyl)phenyl)isoquinoIin-1,5-diamine

Chemical Property:

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Technology Process of N₅-(3-(1H-pyrazolo[3,4-d]pyrimidin-4-yl)pyridin-2-yl)-6-methyI-N₁-(3-(trifluoromethyl)phenyl)isoquinoIin-1,5-diamine

There total 9 articles about N₅-(3-(1H-pyrazolo[3,4-d]pyrimidin-4-yl)pyridin-2-yl)-6-methyI-N₁-(3-(trifluoromethyl)phenyl)isoquinoIin-1,5-diamine 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:

4-chloro-1H-pyrazolo[3,4-d]pyrimidine (5399-92-8) → N5-(3-(1H-pyrazolo[3,4-d]pyrimidin-4-yl)pyridin-2-yl)-6-methyI-N1-(3-(trifluoromethyl)phenyl)isoquinoIin-1,5-diamine (1093100-23-2)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium acetate / bis[di-t-butyl(p-dimethylaminophenyl)phosphino]palladium (II) Dichloride / ethanol; water / Heating / reflux

2: lithium hexamethyldisilazane / tetrahydrofuran / 3.33 h / 20 - 100 °C / microwave

With potassium acetate; lithium hexamethyldisilazane; bis[di-t-butyl(p-dimethylaminophenyl)phosphino]palladium (II) Dichloride; In tetrahydrofuran; ethanol; water; 1: Suzuki Coupling;

Reference yield:

6-methyl-N1-(3-(trifluoromethyl)phenyl)isoquinoline-1,5-diamine (943606-87-9) + 4-(2-fluoropyridin-3-yl)-1H-pyrazolo[3,4-d]pyrimidine (1093101-63-3) → N5-(3-(1H-pyrazolo[3,4-d]pyrimidin-4-yl)pyridin-2-yl)-6-methyI-N1-(3-(trifluoromethyl)phenyl)isoquinoIin-1,5-diamine (1093100-23-2)

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran; at 20 - 100 ℃; for 3.33333h; microwave;

Reference yield:

6-methyl-5-nitroisoquinoline (188121-31-5) → N5-(3-(1H-pyrazolo[3,4-d]pyrimidin-4-yl)pyridin-2-yl)-6-methyI-N1-(3-(trifluoromethyl)phenyl)isoquinoIin-1,5-diamine (1093100-23-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 4 h / 0 °C

2: trichlorophosphate / 1,2-dichloro-ethane / 3 h / 70 °C

3: isopropyl alcohol / 0.42 h / 180 °C / microwave

4: hydrogen / palladium 10% on activated carbon / ethanol / 20 °C

5: lithium hexamethyldisilazane / tetrahydrofuran / 3.33 h / 20 - 100 °C / microwave

With hydrogen; 3-chloro-benzenecarboperoxoic acid; lithium hexamethyldisilazane; trichlorophosphate; palladium 10% on activated carbon; In tetrahydrofuran; ethanol; dichloromethane; 1,2-dichloro-ethane; isopropyl alcohol;

upstream raw materials:

6-methyl-N¹-(3-(trifluoromethyl)phenyl)isoquinoline-1,5-diamine

4-(2-fluoropyridin-3-yl)-1H-pyrazolo[3,4-d]pyrimidine

6-methyl-5-nitroisoquinoline

6-methylisoquinoline

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