methyl {4,6-diamino-2-[5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]pyrimidin-5-yl}carbamate hydrochloride

Base Information

• Chemical Name: methyl {4,6-diamino-2-[5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]pyrimidin-5-yl}carbamate hydrochloride
• CAS No.: 1350658-96-6
• Molecular Formula: C₁₉H₁₆F₂N₈O₂*ClH
• Molecular Weight: 462.846
• Mol file: 1350658-96-6.mol

Synonyms:methyl {4,6-diamino-2-[5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]pyrimidin-5-yl}carbamate hydrochloride

Chemical Property of methyl {4,6-diamino-2-[5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]pyrimidin-5-yl}carbamate hydrochloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl {4,6-diamino-2-[5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]pyrimidin-5-yl}carbamate hydrochloride

There total 12 articles about methyl {4,6-diamino-2-[5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]pyrimidin-5-yl}carbamate hydrochloride 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: 96.2%

2-[5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]pyrimidine-4,5,6-triamine (1350653-30-3) + methyl chloroformate (79-22-1) → methyl {4,6-diamino-2-[5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]pyrimidin-5-yl}carbamate hydrochloride (1350658-96-6) + N-{4,6-diamino-2-[5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]pyrimidin-5-yl}formamide

Guidance literature:

In tetrahydrofuran; at 55 - 60 ℃; for 3.25h;

Reference yield: 94.0%

methyl {4,6-diamino-2-[5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-yl]pyrimidin-5-yl}carbamate (1350653-20-1) → methyl {4,6-diamino-2-[5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]pyrimidin-5-yl}carbamate hydrochloride (1350658-96-6)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; water; isopropyl alcohol;

Reference yield:

2-chloro-5-fluoronicotinonitrile (791644-48-9) → methyl {4,6-diamino-2-[5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]pyrimidin-5-yl}carbamate hydrochloride (1350658-96-6)

Guidance literature:

Multi-step reaction with 7 steps

1.1: hydrazine hydrate / ethylene glycol / 4 h / Reflux

2.1: boron trifluoride diethyl etherate; isopentyl nitrite / tetrahydrofuran / -10 - 0 °C

2.2: 0.5 h / 20 °C

3.1: caesium carbonate / N,N-dimethyl-formamide / 2 h / 20 °C

4.1: bis(tri-n-butyltin) / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / Inert atmosphere; Reflux

5.1: hydrogen; pyridine / palladium 10% on activated carbon / 20 °C

6.1: pyridine / dichloromethane / 1 h / 0 °C / Inert atmosphere

7.1: hydrogenchloride / isopropyl alcohol; 1,4-dioxane; water

With pyridine; hydrogenchloride; boron trifluoride diethyl etherate; hydrogen; bis(tri-n-butyltin); caesium carbonate; hydrazine hydrate; isopentyl nitrite; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; ethylene glycol; N,N-dimethyl-formamide; isopropyl alcohol;

upstream raw materials:

2,6-dichloro-5-fluoropyridine-3-carboxamide

2,6-dichloro-5-fluoro-pyridine-3-carbonitrile

2-chloro-5-fluoropyridine-3-carboxamide

2-chloro-5-fluoronicotinonitrile