tert-Butyl 4-((4-bromophenyl)amino)piperidine-1-carboxylate

Base Information

• Chemical Name: tert-Butyl 4-((4-bromophenyl)amino)piperidine-1-carboxylate
• CAS No.: 443998-65-0
• Molecular Formula: C16H23BrN2O2
• Molecular Weight: 355.275
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID80458909
• Wikidata: Q82282467
• Mol file: 443998-65-0.mol

Synonyms:443998-65-0;tert-Butyl 4-((4-bromophenyl)amino)piperidine-1-carboxylate;1-BOC-4-(4-bromo-phenylamino)-piperidine;Tert-butyl 4-[(4-bromophenyl)amino]piperidine-1-carboxylate;tert-butyl 4-(4-bromoanilino)piperidine-1-carboxylate;4-(4-BROMO-PHENYLAMINO)-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER;4-(4-bromophenyl)amino-1-(tert-butoxycarbonyl)piperidine;SCHEMBL2873727;DTXSID80458909;ZDCRNXMZSKCKRF-UHFFFAOYSA-N;MFCD07785997;AKOS009845449;SB37212;1-boc-4-(4-bromophenylamino)piperidine;CS-0216885;EN300-64107;1,1,2,2-Tetrafluoroethyl2,2,2-trifluoroethylether;4-(4-Bromophenyl)amino-l-(tert-butoxycarbonyl)piperidine;Z445138630;1-(tert-butoxycarbonyl)-4-(4-bromophenyl)amino-piperidine;tert-Butyl4-((4-bromophenyl)amino)piperidine-1-carboxylate;4-(4-bromophenylamino)piperidine-1-carboxylic acid tert-butyl ester;TERT-BUTYL 4-(4-BROMOPHENYLAMINO)-PIPERIDINE-1-CARBOXYLATE;2-Methyl-2-propanyl 4-[(4-bromophenyl)amino]-1-piperidinecarboxylate;4-(4-bromo-phenylamino)-piperidine-1 carboxylic acid tert-butyl ester

Chemical Property of tert-Butyl 4-((4-bromophenyl)amino)piperidine-1-carboxylate

Chemical Property:

• Boiling Point: 439.1±40.0 °C(Predicted)
• PKA: 4.18±0.20(Predicted)
• PSA: 41.57000
• Density: 1.336±0.06 g/cm3(Predicted)
• LogP: 4.27140
• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 354.09429
• Heavy Atom Count: 21
• Complexity: 341

Purity/Quality:

99% ^*data from raw suppliers

1-BOC-4-(4-bromo-phenylamino)-piperidine 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of tert-Butyl 4-((4-bromophenyl)amino)piperidine-1-carboxylate

There total 2 articles about tert-Butyl 4-((4-bromophenyl)amino)piperidine-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: 72%

N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) + 4-bromo-aniline (106-40-1) → 4-(4-Bromophenyl)amino-1-(tert-butoxycarbonyl)piperidine (443998-65-0)

Guidance literature:

N-tert-butyloxycarbonylpiperidin-4-one; 4-bromo-aniline; With sodium tris(acetoxy)borohydride; acetic acid; In dichloromethane; at 25 ℃; for 17h;

With sodium hydroxide; In dichloromethane; water;

Reference yield: 36%

→ 4-(4-Bromophenyl)amino-1-(tert-butoxycarbonyl)piperidine (443998-65-0)

Guidance literature:

Reference yield: 64%

4-(4-Bromophenyl)amino-1-(tert-butoxycarbonyl)piperidine (443998-65-0) + methyl iodide (74-88-4) → 4-[(4-bromophenyl)-methyl-amino]-piperidine-1-carboxylic acid tert-butyl ester

Guidance literature:

With potassium carbonate; In acetonitrile; at 80 ℃; for 24h;

upstream raw materials:

N-tert-butyloxycarbonylpiperidin-4-one

4-bromo-aniline

Downstream raw materials:

(4-bromo-phenyl)-piperidin-4-yl-amine

(4-bromo-phenyl)-(1-ethyl-piperidin-4-yl)-amine

(4-bromo-phenyl)-(1-cyclopropylmethyl-piperidin-4-yl)-amine

(4-bromo-phenyl)-(1-cyclopentyl-piperidin-4-yl)-amine

Refernces

• 1、 Skerlj, Renato,Bridger, Gary,Zhou, Yuanxi,Bourque, Elyse,McEachern, Ernest,Langille, Jonathan,Harwig, Curtis,Veale, Duane,Yang, Wen,Li, Tongshong,Zhu, Yongbao,Bey, Michael,Baird, Ian,Sartori, Michael,Metz, Markus,Mosi, Renee,Nelson, Kim,Bodart, Veronique,Wong, Rebecca,Fricker, Simon,Mac Farland, Ron,Huskens, Dana,Schols, Dominique. "Design and synthesis of pyridin-2-ylmethylaminopiperidin-1-ylbutyl amide CCR5 antagonists that are potent inhibitors of M-tropic (R5) HIV-1 replication". scheme or table. p. 6950 - 6954. Retrieved 2012/01/13.
• 2、 Palani, Anandan,Shapiro, Sherry,McBriar, Mark D.,Clader, John W.,Greenlee, William J.,Spar, Brian,Kowalski, Timothy J.,Farley, Constance,Cook, John,Van Heek, Margaret,Weig, Blair,O'Neill, Kim,Graziano, Michael,Hawes, Brian. "Biaryl ureas as potent and orally efficacious melanin concentrating hormone receptor 1 antagonists for the treatment of obesity". . p. 4746 - 4749. Retrieved 2007/10/03.