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

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 phosphate
• CAS No.: 1350658-98-8
• Molecular Formula: C₁₉H₁₆F₂N₈O₂*H₃O₄P
• Molecular Weight: 524.38
• Mol file: 1350658-98-8.mol

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

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 phosphate

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 phosphate

There total 11 articles about methyl {4,6-diamino-2-[5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]pyrimidin-5-yl}carbamate phosphate 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: 85.4%

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 phosphate (1350658-98-8)

Guidance literature:

With phosphoric acid; In tetrahydrofuran; 1,4-dioxane; water; at 20 ℃;

Reference yield:

2,6-dichloro-5-fluoropyridine-3-carboxamide (113237-20-0) → methyl {4,6-diamino-2-[5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]pyrimidin-5-yl}carbamate phosphate (1350658-98-8)

Guidance literature:

Multi-step reaction with 9 steps

1.1: zinc; acetic acid / methanol / 24 h / Reflux

2.1: triethylamine; trifluoroacetic anhydride / dichloromethane / 1.5 h / 0 °C

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

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

4.2: 0.5 h / 20 °C

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

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

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

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

9.1: phosphoric acid / 1,4-dioxane; water; tetrahydrofuran / 20 °C

With pyridine; phosphoric acid; boron trifluoride diethyl etherate; hydrogen; bis(tri-n-butyltin); caesium carbonate; hydrazine hydrate; acetic acid; triethylamine; trifluoroacetic anhydride; zinc; isopentyl nitrite; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; ethylene glycol; N,N-dimethyl-formamide;

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 phosphate (1350658-98-8)

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: phosphoric acid / 1,4-dioxane; water; tetrahydrofuran / 20 °C

With pyridine; phosphoric acid; 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;

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