methyl 4-(3-chloro-2-fluorobenzyl)piperazine-1-carboxylate

Base Information

• Chemical Name: methyl 4-(3-chloro-2-fluorobenzyl)piperazine-1-carboxylate
• CAS No.: 1309439-45-9
• Molecular Formula: C₁₃H₁₆ClFN₂O₂
• Molecular Weight: 286.734
• Mol file: 1309439-45-9.mol

Synonyms:methyl 4-(3-chloro-2-fluorobenzyl)piperazine-1-carboxylate

Chemical Property of methyl 4-(3-chloro-2-fluorobenzyl)piperazine-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of methyl 4-(3-chloro-2-fluorobenzyl)piperazine-1-carboxylate

There total 1 articles about methyl 4-(3-chloro-2-fluorobenzyl)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: 84.0%

1-(bromomethyl)-3-chloro-2-fluorobenzene (85070-47-9) + methyl piperazine-1-carboxylate (50606-31-0) → methyl 4-(3-chloro-2-fluorobenzyl)piperazine-1-carboxylate (1309439-45-9)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 6h; Inert atmosphere;

DOI:10.1021/ja305212v

Reference yield:

(2-methylpyridin-5-yl)urea (1309439-44-8) + methyl 4-(3-chloro-2-fluorobenzyl)piperazine-1-carboxylate (1309439-45-9) → methyl 4-[(2-fluoro-3-{[(6-methylpyridin-3-yl)carbamoyl]amino}phenyl)methyl]piperazine-1-carboxylate (873697-71-3)

Guidance literature:

With t-BuBrettPhos; palladium diacetate; caesium carbonate; In tetrahydrofuran; water; Inert atmosphere; Heating;

DOI:10.1021/ol201210t

Reference yield:

methyl 4-(3-chloro-2-fluorobenzyl)piperazine-1-carboxylate (1309439-45-9) → methyl 4-[(2-fluoro-3-{[(6-methylpyridin-3-yl)carbamoyl]amino}phenyl)methyl]piperazine-1-carboxylate (873697-71-3)

Guidance literature:

Multi-step reaction with 2 steps

1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; t-BuBrettPhos; triethylamine / toluene / 16 h / 120 °C / Inert atmosphere

2: toluene / 15 h / 80 °C / Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; t-BuBrettPhos; triethylamine; In toluene;

DOI:10.1021/ja305212v

upstream raw materials:

1-(bromomethyl)-3-chloro-2-fluorobenzene

methyl piperazine-1-carboxylate

Downstream raw materials:

methyl 4-[(2-fluoro-3-{[(6-methylpyridin-3-yl)carbamoyl]amino}phenyl)methyl]piperazine-1-carboxylate