1-Boc-4-(3-trifluoromethyl-phenylamino)-piperidine

Base Information

• Chemical Name: 1-Boc-4-(3-trifluoromethyl-phenylamino)-piperidine
• CAS No.: 477864-09-8
• Molecular Formula: C17H23F3N2O2
• Molecular Weight: 344.377
• DSSTox Substance ID: DTXSID30395532
• Wikidata: Q82195670
• Mol file: 477864-09-8.mol

Synonyms:477864-09-8;1-BOC-4-(3-TRIFLUOROMETHYL-PHENYLAMINO)-PIPERIDINE;tert-butyl 4-[3-(trifluoromethyl)anilino]piperidine-1-carboxylate;12P-571S;tert-Butyl 4-((3-(trifluoromethyl)phenyl)amino)piperidine-1-carboxylate;1-Boc-4-(3-trifluoromethylanilino)piperidine;tert-butyl 4-[3-(trifluoromethyl)anilino]tetrahydro-1(2H)-pyridinecarboxylate;tert-butyl 4-{[3-(trifluoromethyl)phenyl]amino}piperidine-1-carboxylate;SCHEMBL1704655;DTXSID30395532;MFCD02102342;AKOS005081247;AB91553;CS-0320000;C78252;1-boc-4-(3-trifluoromethylphenylamino)piperidine;t-Butyl 4-[3-(trifluoromethyl)anilino]tetrahydro-1(2H)-pyridinecarboxylate;tert-Butyl4-((3-(trifluoromethyl)phenyl)amino)piperidine-1-carboxylate;1,1-Dimethylethyl 4-{[3-(trifluoromethyl)phenyl]amino}-1-piperidinecarboxylate

Chemical Property of 1-Boc-4-(3-trifluoromethyl-phenylamino)-piperidine

Chemical Property:

• PSA: 41.57000
• LogP: 4.52770
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 344.17116247
• Heavy Atom Count: 24
• Complexity: 427

Purity/Quality:

99% ^*data from raw suppliers

tert-Butyl 4-[3-(trifluoromethyl)anilino]tetrahydro-1(2H)-pyridinecarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCC(CC1)NC2=CC=CC(=C2)C(F)(F)F

Technology Process of 1-Boc-4-(3-trifluoromethyl-phenylamino)-piperidine

There total 4 articles about 1-Boc-4-(3-trifluoromethyl-phenylamino)-piperidine 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: 98.1%

N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) + 3-trifluoromethylaniline (98-16-8) → tert-butyl 4-((3-(trifluoromethyl)phenyl)amino)piperidine-1-carboxylate (477864-09-8)

Guidance literature:

With sodium tris(acetoxy)borohydride; acetic acid; In 1,2-dichloro-ethane; at 0 - 20 ℃; for 2h;

DOI:10.1039/d1md00023c

Reference yield: 97.0%

→ tert-butyl 4-((3-(trifluoromethyl)phenyl)amino)piperidine-1-carboxylate (477864-09-8)

Guidance literature:

With sodium tris(acetoxy)borohydride; acetic acid; In dichloromethane; at 20 ℃; for 2h; Cooling with ice;

Reference yield: 55.0%

3-trifluoromethylaniline (98-16-8) + 1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7) → tert-butyl 4-((3-(trifluoromethyl)phenyl)amino)piperidine-1-carboxylate (477864-09-8)

Guidance literature:

With caesium carbonate; palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In 1,4-dioxane; at 90 ℃; for 16h;

upstream raw materials:

N-tert-butyloxycarbonylpiperidin-4-one

3-trifluoromethylaniline

1-(tert-butoxycarbonyl)-4-aminopiperidine

m-trifluoromethylphenyl iodide

Downstream raw materials:

4-((3-trifluoromethyl-phenyl)-amino)-piperidine

N-[3-(trifluoromethyl)phenyl]piperidin-4-amine, hydrochloride salt

Refernces

• 1、 Manzoor, Shoaib,Gabr, Moustafa T.,Rasool, Bisma,Pal, Kavita,Hoda, Nasimul. "Dual targeting of acetylcholinesterase and tau aggregation: Design, synthesis and evaluation of multifunctional deoxyvasicinone analogues for Alzheimer's disease". . . Retrieved 2021/09/28.
• 2、 Foley, Timothy L.,Rai, Ganesha,Yasgar, Adam,Daniel, Thomas,Baker, Heather L.,Attene-Ramos, Matias,Kosa, Nicolas M.,Leister, William,Burkart, Michael D.,Jadhav, Ajit,Simeonov, Anton,Maloney, David J.. "4-(3-Chloro-5-(trifluoromethyl)pyridin-2-yl)- N -(4-methoxypyridin-2-yl) piperazine-1-carbothioamide (ML267), a potent inhibitor of bacterial phosphopantetheinyl transferase that attenuates secondary metabolism and thwarts bacterial growth". supporting information. p. 1063 - 1078. Retrieved 2014/03/21.