N₄,N₄-dibenzyl-2,6-difluoro-N₁-{3-methyl-1H-pyrrolo[2,3-b]pyridin-4-yl}benzene-1,4-diamine

Base Information

• Chemical Name: N₄,N₄-dibenzyl-2,6-difluoro-N₁-{3-methyl-1H-pyrrolo[2,3-b]pyridin-4-yl}benzene-1,4-diamine
• CAS No.: 869335-59-1
• Molecular Formula: C₂₈H₂₄F₂N₄
• Molecular Weight: 454.522

Synonyms:N₄,N₄-dibenzyl-2,6-difluoro-N₁-{3-methyl-1H-pyrrolo[2,3-b]pyridin-4-yl}benzene-1,4-diamine

Chemical Property of N₄,N₄-dibenzyl-2,6-difluoro-N₁-{3-methyl-1H-pyrrolo[2,3-b]pyridin-4-yl}benzene-1,4-diamine

Chemical Property:

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Technology Process of N₄,N₄-dibenzyl-2,6-difluoro-N₁-{3-methyl-1H-pyrrolo[2,3-b]pyridin-4-yl}benzene-1,4-diamine

There total 3 articles about N₄,N₄-dibenzyl-2,6-difluoro-N₁-{3-methyl-1H-pyrrolo[2,3-b]pyridin-4-yl}benzene-1,4-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: 100.0%

N4,N4-dibenzyl-2,6-difluoro-N1-{3-methyl-1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}benzol-1,4-diamine (869335-58-0) → N4,N4-dibenzyl-2,6-difluoro-N1-{3-methyl-1H-pyrrolo[2,3-b]pyridin-4-yl}benzene-1,4-diamine (869335-59-1)

Guidance literature:

With sodium hydroxide; ethanol; water;

Reference yield: 37.0%

4-chloro-3-methyl-1H-pyrrolo[2,3-b]pyridine (688782-02-7) + N4,N4-dibenzyl-2,6-difluorobenzene-1,4-diamine (869335-44-4) → N4,N4-dibenzyl-2,6-difluoro-N1-{3-methyl-1H-pyrrolo[2,3-b]pyridin-4-yl}benzene-1,4-diamine (869335-59-1)

Guidance literature:

With potassium carbonate; XPhos; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In tert-butyl alcohol; at 100 ℃; for 3h;

DOI:10.1055/s-2006-926310

Reference yield:

ethyl [4-(dibenzylamino)-2,6-difluorophenyl]carbamate (869335-43-3) → N4,N4-dibenzyl-2,6-difluoro-N1-{3-methyl-1H-pyrrolo[2,3-b]pyridin-4-yl}benzene-1,4-diamine (869335-59-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / KOH / ethanol / 20 h / Heating

2: 37 percent / dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl; K₂CO₃ / tris(dibenzylideneacetone)dipalladium / 2-methyl-propan-2-ol / 3 h / 100 °C

With potassium hydroxide; potassium carbonate; XPhos; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In ethanol; tert-butyl alcohol;

DOI:10.1055/s-2006-926310

upstream raw materials:

4-chloro-3-methyl-1H-pyrrolo[2,3-b]pyridine

N⁴,N⁴-dibenzyl-2,6-difluorobenzene-1,4-diamine

ethyl [4-(dibenzylamino)-2,6-difluorophenyl]carbamate

N⁴,N⁴-dibenzyl-2,6-difluoro-N¹-{3-methyl-1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}benzol-1,4-diamine

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