4-fluoro-2-{2-[4-(1-oxo-1H-1λ⁴-benzo[d]isothiazol-3-yl)-piperazin-1-yl]-ethyl}-phenylamine

Base Information

• Chemical Name: 4-fluoro-2-{2-[4-(1-oxo-1H-1λ⁴-benzo[d]isothiazol-3-yl)-piperazin-1-yl]-ethyl}-phenylamine
• CAS No.: 865787-14-0
• Molecular Formula: C₁₉H₂₁FN₄OS
• Molecular Weight: 372.466

Synonyms:4-fluoro-2-{2-[4-(1-oxo-1H-1λ⁴-benzo[d]isothiazol-3-yl)-piperazin-1-yl]-ethyl}-phenylamine

Chemical Property of 4-fluoro-2-{2-[4-(1-oxo-1H-1λ⁴-benzo[d]isothiazol-3-yl)-piperazin-1-yl]-ethyl}-phenylamine

Chemical Property:

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Technology Process of 4-fluoro-2-{2-[4-(1-oxo-1H-1λ⁴-benzo[d]isothiazol-3-yl)-piperazin-1-yl]-ethyl}-phenylamine

There total 4 articles about 4-fluoro-2-{2-[4-(1-oxo-1H-1λ⁴-benzo[d]isothiazol-3-yl)-piperazin-1-yl]-ethyl}-phenylamine 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: 66.0%

3-{4-[2-(5-fluoro-2-nitro-phenyl)-ethyl]-piperazin-1-yl}-benzo[d]isothiazole 1-oxide (865787-08-2) → 4-fluoro-2-{2-[4-(1-oxo-1H-1λ4-benzo[d]isothiazol-3-yl)-piperazin-1-yl]-ethyl}-phenylamine (865787-14-0)

Guidance literature:

With hydrogen; triethylamine; nickel;

DOI:10.1016/j.bmcl.2005.06.097

Reference yield:

2-(5-fluoro-2-nitro-phenyl)-1-[4-(1-oxo-1H-1λ4-benzo[d]isothiazol-3-yl)-piperazin-1-yl]-ethanone (865787-02-6) → 4-fluoro-2-{2-[4-(1-oxo-1H-1λ4-benzo[d]isothiazol-3-yl)-piperazin-1-yl]-ethyl}-phenylamine (865787-14-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 49 percent / BH₃*SMe₂ / toluene / Heating

2: 66 percent / H₂; Et₃N / Raney Ni

With dimethylsulfide borane complex; hydrogen; triethylamine; nickel; In toluene;

DOI:10.1016/j.bmcl.2005.06.097

Reference yield:

(5-Fluoro-2-nitro-phenyl)-acetic Acid (29640-98-0) → 4-fluoro-2-{2-[4-(1-oxo-1H-1λ4-benzo[d]isothiazol-3-yl)-piperazin-1-yl]-ethyl}-phenylamine (865787-14-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 50 percent / BOP-Cl; Et₃N / CH₂Cl₂

2: 49 percent / BH₃*SMe₂ / toluene / Heating

3: 66 percent / H₂; Et₃N / Raney Ni

With dimethylsulfide borane complex; hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine; nickel; In dichloromethane; toluene;

DOI:10.1016/j.bmcl.2005.06.097

upstream raw materials:

3-{4-[2-(5-fluoro-2-nitro-phenyl)-ethyl]-piperazin-1-yl}-benzo[d]isothiazole 1-oxide

2-(5-fluoro-2-nitro-phenyl)-1-[4-(1-oxo-1H-1λ⁴-benzo[d]isothiazol-3-yl)-piperazin-1-yl]-ethanone

(5-Fluoro-2-nitro-phenyl)-acetic Acid

(3-fluorophenyl)acetic acid

Downstream raw materials:

3-methyl-but-2-enoic acid (4-fluoro-2-{2-[4-(1-oxo-1H-1λ⁴-benzo[d]isothiazol-3-yl)-piperazin-1-yl]-ethyl}-phenyl)-amide

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