N²-(1-benzyl-1H-pyrazol-3-yl)-N₄-(1-isopropyl-1H-imidazo[4,5-c]pyridin-6-yl)pyrimidine-2,4-diamine

Base Information

• Chemical Name: N²-(1-benzyl-1H-pyrazol-3-yl)-N₄-(1-isopropyl-1H-imidazo[4,5-c]pyridin-6-yl)pyrimidine-2,4-diamine
• CAS No.: 1612164-58-5
• Molecular Formula: C₂₃H₂₃N₉
• Molecular Weight: 425.496

Synonyms:N²-(1-benzyl-1H-pyrazol-3-yl)-N₄-(1-isopropyl-1H-imidazo[4,5-c]pyridin-6-yl)pyrimidine-2,4-diamine

Chemical Property of N²-(1-benzyl-1H-pyrazol-3-yl)-N₄-(1-isopropyl-1H-imidazo[4,5-c]pyridin-6-yl)pyrimidine-2,4-diamine

Chemical Property:

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Technology Process of N²-(1-benzyl-1H-pyrazol-3-yl)-N₄-(1-isopropyl-1H-imidazo[4,5-c]pyridin-6-yl)pyrimidine-2,4-diamine

There total 7 articles about N²-(1-benzyl-1H-pyrazol-3-yl)-N₄-(1-isopropyl-1H-imidazo[4,5-c]pyridin-6-yl)pyrimidine-2,4-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:

2,4-dibromo-5-nitropyridine (4487-57-4) → N2-(1-benzyl-1H-pyrazol-3-yl)-N4-(1-isopropyl-1H-imidazo[4,5-c]pyridin-6-yl)pyrimidine-2,4-diamine (1612164-58-5)

Guidance literature:

Multi-step reaction with 5 steps

1: tetrahydrofuran / 1 h

2: water; iron / acetic acid / 18 h / 20 °C

3: formic acid / 12 h / 110 °C

4: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 12 h / Inert atmosphere; Reflux

5: trifluoroacetic acid / tert-butyl alcohol / 5 h / 100 °C

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; formic acid; water; iron; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; acetic acid; tert-butyl alcohol;

Reference yield:

(2-chloropyrimidin-4-yl)-(1-isopropyl-1H-imidazo[4,5-c]pyridin-6-yl)amine (1612171-85-3) + 1-benzyl-1H-pyrazol-3-amine (21377-09-3) → N2-(1-benzyl-1H-pyrazol-3-yl)-N4-(1-isopropyl-1H-imidazo[4,5-c]pyridin-6-yl)pyrimidine-2,4-diamine (1612164-58-5)

Guidance literature:

With trifluoroacetic acid; In tert-butyl alcohol; at 100 ℃; for 5h;

Reference yield:

4-chloro-2-hydroxy-5-nitropyridine (850663-54-6) → N2-(1-benzyl-1H-pyrazol-3-yl)-N4-(1-isopropyl-1H-imidazo[4,5-c]pyridin-6-yl)pyrimidine-2,4-diamine (1612164-58-5)

Guidance literature:

Multi-step reaction with 6 steps

1: phosphorus(V) oxybromide / acetonitrile / 2 h / 80 °C / Inert atmosphere

2: tetrahydrofuran / 1 h

3: water; iron / acetic acid / 18 h / 20 °C

4: formic acid / 12 h / 110 °C

5: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 12 h / Inert atmosphere; Reflux

6: trifluoroacetic acid / tert-butyl alcohol / 5 h / 100 °C

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; formic acid; water; iron; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trifluoroacetic acid; phosphorus(V) oxybromide; In tetrahydrofuran; 1,4-dioxane; acetic acid; acetonitrile; tert-butyl alcohol;

upstream raw materials:

4-chloro-2-hydroxy-5-nitropyridine

4-chloro-3-nitropyridine

(2-chloropyrimidin-4-yl)-(1-isopropyl-1H-imidazo[4,5-c]pyridin-6-yl)amine

1-benzyl-1H-pyrazol-3-amine

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