tert-butyl 4-[4-(2,4-difluorophenyl)pyridin-2-yl]piperazine-1-carboxylate

Base Information

• Chemical Name: tert-butyl 4-[4-(2,4-difluorophenyl)pyridin-2-yl]piperazine-1-carboxylate
• CAS No.: 1143578-32-8
• Molecular Formula: C₂₀H₂₃F₂N₃O₂
• Molecular Weight: 375.418

Synonyms:tert-butyl 4-[4-(2,4-difluorophenyl)pyridin-2-yl]piperazine-1-carboxylate

Chemical Property of tert-butyl 4-[4-(2,4-difluorophenyl)pyridin-2-yl]piperazine-1-carboxylate

Chemical Property:

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Technology Process of tert-butyl 4-[4-(2,4-difluorophenyl)pyridin-2-yl]piperazine-1-carboxylate

There total 3 articles about tert-butyl 4-[4-(2,4-difluorophenyl)pyridin-2-yl]piperazine-1-carboxylate 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: 76.0%

2-chloro-4-(2,4-difluorophenyl)pyridine (1143578-31-7) + 1-t-Butoxycarbonylpiperazine (57260-71-6) → tert-butyl 4-[4-(2,4-difluorophenyl)pyridin-2-yl]piperazine-1-carboxylate (1143578-32-8)

Guidance literature:

With sodium t-butanolate; palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In 1,4-dioxane; at 85 ℃; for 18h;

Reference yield:

2,4-difluorophenylboronic acid (144025-03-6) → tert-butyl 4-[4-(2,4-difluorophenyl)pyridin-2-yl]piperazine-1-carboxylate (1143578-32-8)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / methanol / 17 h / 20 - 50 °C / Inert atmosphere

2: sodium t-butanolate; palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / 1,4-dioxane / 18 h / 85 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium diacetate; sodium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; In 1,4-dioxane; methanol; 1: |Suzuki Coupling / 2: |Buchwald-Hartwig Coupling;

DOI:10.1016/j.bmc.2013.12.023

Reference yield:

2-chloro-4-bromopyridine (73583-37-6) → tert-butyl 4-[4-(2,4-difluorophenyl)pyridin-2-yl]piperazine-1-carboxylate (1143578-32-8)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / methanol / 17 h / 20 - 50 °C / Inert atmosphere

2: sodium t-butanolate; palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / 1,4-dioxane / 18 h / 85 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium diacetate; sodium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; In 1,4-dioxane; methanol; 1: |Suzuki Coupling / 2: |Buchwald-Hartwig Coupling;

DOI:10.1016/j.bmc.2013.12.023

upstream raw materials:

2-chloro-4-(2,4-difluorophenyl)pyridine

1-t-Butoxycarbonylpiperazine

2,4-difluorophenylboronic acid

2-chloro-4-bromopyridine

Downstream raw materials:

1-[4-(2,4-difluorophenyl)pyridin-2-yl]piperazine

4-[4-(2,4-difluorophenyl)pyridin-2-yl]-N-(pyridazin-3-yl)piperazine-1-carboxamide

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