Tert-butyl 4-(4-amino-2-fluorophenyl)piperazine-1-carboxylate

Base Information

• Chemical Name: Tert-butyl 4-(4-amino-2-fluorophenyl)piperazine-1-carboxylate
• CAS No.: 154590-35-9
• Molecular Formula: C15H22FN3O2
• Molecular Weight: 295.357
• Hs Code.: 2933599590
• DSSTox Substance ID: DTXSID60583304
• Wikidata: Q82474852
• Mol file: 154590-35-9.mol

Synonyms:154590-35-9;Tert-butyl 4-(4-amino-2-fluorophenyl)piperazine-1-carboxylate;4-(4-Boc-piperazin-1-yl)-3-fluoroaniline;TERT-BUTYL 4-(4-AMINO-2-FLUOROPHENYL)TETRAHYDRO-1(2H)-PYRAZINECARBOXYLATE;4-(4-Amino-2-fluoro-phenyl)-piperazine-1-carboxylic acid tert-butyl ester;MFCD08443960;C15H22FN3O2;4-(4-Boc-1-piperazinyl)-3-fluoroaniline;SCHEMBL660403;4-(4-Amino-2-fluorophenyl)piperazine,N1-BOC protected;DTXSID60583304;IULXQAJBODFBAK-UHFFFAOYSA-N;CS-M3008;AKOS005071984;CA-0604;SY022034;A3397;AM20030052;J-524620;4-(4-Amino-2-fluorophenyl)piperazine, N1-BOC protected;4-(4-amino-2-fluoro-phenyl)piperazine-1-carboxylic acid tert-butyl ester;4-(4-amino-2-fluorophenyl)piperazine-1-carboxylic acid tert-butyl ester;1-Piperazinecarboxylic acid, 4-(4-amino-2-fluorophenyl)-, 1,1-dimethylethyl ester

Chemical Property of Tert-butyl 4-(4-amino-2-fluorophenyl)piperazine-1-carboxylate

Chemical Property:

• Vapor Pressure: 6.28E-08mmHg at 25°C
• Refractive Index: 1.554
• Boiling Point: 439.626 °C at 760 mmHg
• PKA: 6.67±0.10(Predicted)
• Flash Point: 219.678 °C
• PSA: 58.80000
• Density: 1.198 g/cm³
• LogP: 3.04910
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 295.16960512
• Heavy Atom Count: 21
• Complexity: 364

Purity/Quality:

97% ^*data from raw suppliers

tert-Butyl4-(4-Amino-2-fluorophenyl)piperazine-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCN(CC1)C2=C(C=C(C=C2)N)F

Technology Process of Tert-butyl 4-(4-amino-2-fluorophenyl)piperazine-1-carboxylate

There total 6 articles about Tert-butyl 4-(4-amino-2-fluorophenyl)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: 97.0%

4-(2-fluoro-4-nitrophenyl)-piperazine-1-carboxylic acid tert butyl ester (154590-34-8) → tert-butyl 4-(4-amino-2-fluorophenyl)piperazine-1-carboxylate (154590-35-9)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In ethyl acetate; for 6h; under 3000.3 Torr;

Reference yield: 90.0%

→ tert-butyl 4-(4-amino-2-fluorophenyl)piperazine-1-carboxylate (154590-35-9)

Guidance literature:

Reference yield:

3,4-difluoronitrobenzene (369-34-6) → tert-butyl 4-(4-amino-2-fluorophenyl)piperazine-1-carboxylate (154590-35-9)

Guidance literature:

Multi-step reaction with 3 steps

1: N-ethyldiisopropylamine / acetonitrile / 80 °C

2: TEA / CH₂Cl₂ / 0 - 20 °C

3: H₂ / Pd/C / methanol / 20 °C / 2844.31 Torr

With TEA; hydrogen; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; dichloromethane; acetonitrile;

DOI:10.1016/j.bmcl.2005.06.063

upstream raw materials:

4-(2-fluoro-4-nitrophenyl)-piperazine-1-carboxylic acid tert butyl ester

3,4-difluoronitrobenzene

1-(2-fluoro-4-nitrophenyl)piperazine

1-t-Butoxycarbonylpiperazine

Downstream raw materials:

C₁₇H₂₄FN₃O₃

4-[4-(2-ethyl-butyrylamino)-2-fluoro-phenyl]-piperazine-1-carboxylic acid tert-butyl ester

tert-Butyl 4-(4-(4-(ethoxycarbonyl)-3-oxo-5-phenylcyclohex-1-enylamino)-2-fluorophenyl)piperazine-1-carboxylate

tert-Butyl 4-(2-fluoro-4-(4-(methoxycarbonyl)-5-methyl-3-oxocyclohex-1-enylamino)phenyl)piperazine-1-carboxylate