N²-(4-aminocyclohexyl)-9-cyclopentyl-N⁶-[6-(3-fluorophenyl)-pyridin-3-ylmethyl]-9H-purine-2,6-diamine

Base Information

• Chemical Name: N²-(4-aminocyclohexyl)-9-cyclopentyl-N⁶-[6-(3-fluorophenyl)-pyridin-3-ylmethyl]-9H-purine-2,6-diamine
• CAS No.: 1448338-17-7
• Molecular Formula: C₂₈H₃₃FN₈
• Molecular Weight: 500.622

Synonyms:N²-(4-aminocyclohexyl)-9-cyclopentyl-N⁶-[6-(3-fluorophenyl)-pyridin-3-ylmethyl]-9H-purine-2,6-diamine

Chemical Property of N²-(4-aminocyclohexyl)-9-cyclopentyl-N⁶-[6-(3-fluorophenyl)-pyridin-3-ylmethyl]-9H-purine-2,6-diamine

Chemical Property:

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Technology Process of N²-(4-aminocyclohexyl)-9-cyclopentyl-N⁶-[6-(3-fluorophenyl)-pyridin-3-ylmethyl]-9H-purine-2,6-diamine

There total 7 articles about N²-(4-aminocyclohexyl)-9-cyclopentyl-N⁶-[6-(3-fluorophenyl)-pyridin-3-ylmethyl]-9H-purine-2,6-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: 92.0%

N2-(4-aminocyclohexyl)-N6-(6-bromo-pyridin-3-ylmethyl)-9-cyclopentyl-9H-purine-2,6-diamine (1448338-04-2) + 3-fluorophenylboronic acid (768-35-4) → N2-(4-aminocyclohexyl)-9-cyclopentyl-N6-[6-(3-fluorophenyl)-pyridin-3-ylmethyl]-9H-purine-2,6-diamine (1448338-17-7)

Guidance literature:

With sodium carbonate; triphenylphosphine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In 1,2-dimethoxyethane; water; at 120 ℃; for 4h; Sealed tube; Inert atmosphere;

DOI:10.1021/jm4006884

Reference yield:

9-(cyclopentyl)-2,6-(dichloro)-9H-purine (211733-67-4) → N2-(4-aminocyclohexyl)-9-cyclopentyl-N6-[6-(3-fluorophenyl)-pyridin-3-ylmethyl]-9H-purine-2,6-diamine (1448338-17-7)

Guidance literature:

Multi-step reaction with 3 steps

1: N-ethyl-N,N-diisopropylamine / propan-1-ol / 4 h / 120 °C / Sealed tube; Inert atmosphere

2: 4 h / 160 °C / Sealed tube; Inert atmosphere

3: triphenylphosphine; sodium carbonate; bis(dibenzylideneacetone)-palladium⁽⁰⁾ / 1,2-dimethoxyethane; water / 4 h / 120 °C / Sealed tube; Inert atmosphere

With sodium carbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In propan-1-ol; 1,2-dimethoxyethane; water;

DOI:10.1021/jm4006884

Reference yield:

2-Bromo-5-methylpyridine (3510-66-5) → N2-(4-aminocyclohexyl)-9-cyclopentyl-N6-[6-(3-fluorophenyl)-pyridin-3-ylmethyl]-9H-purine-2,6-diamine (1448338-17-7)

Guidance literature:

Multi-step reaction with 5 steps

1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / 1,2-dichloro-ethane / 0.25 h / 85 °C

2: hexamethylenetetramine / chloroform / 16 h / 20 °C

3: N-ethyl-N,N-diisopropylamine / propan-1-ol / 4 h / 120 °C / Sealed tube; Inert atmosphere

4: 4 h / 160 °C / Sealed tube; Inert atmosphere

5: triphenylphosphine; sodium carbonate; bis(dibenzylideneacetone)-palladium⁽⁰⁾ / 1,2-dimethoxyethane; water / 4 h / 120 °C / Sealed tube; Inert atmosphere

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); hexamethylenetetramine; sodium carbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In propan-1-ol; 1,2-dimethoxyethane; chloroform; water; 1,2-dichloro-ethane;

DOI:10.1021/jm4006884

upstream raw materials:

N²-(4-aminocyclohexyl)-N⁶-(6-bromo-pyridin-3-ylmethyl)-9-cyclopentyl-9H-purine-2,6-diamine

3-fluorophenylboronic acid

9-(cyclopentyl)-2,6-(dichloro)-9H-purine

2-Bromo-5-methylpyridine

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