Tert-butyl 4-(3-bromophenyl)piperazine-1-carboxylate

Base Information

• Chemical Name: Tert-butyl 4-(3-bromophenyl)piperazine-1-carboxylate
• CAS No.: 327030-39-7
• Molecular Formula: C15H21 Br N2 O2
• Molecular Weight: 341.248
• Hs Code.: 2933599090
• European Community (EC) Number: 879-059-7
• DSSTox Substance ID: DTXSID80447010
• Wikidata: Q82265786
• Mol file: 327030-39-7.mol

Synonyms:327030-39-7;Tert-butyl 4-(3-bromophenyl)piperazine-1-carboxylate;1-BOC-4-(3-Bromophenyl)piperazine;4-(3-BROMO-PHENYL)-PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER;4-(3-Bromophenyl)piperazine-1-carboxylic acid tert-butyl ester;MFCD07781211;4-(3-Bromophenyl)piperazine, N1-BOC protected;1-Piperazinecarboxylicacid, 4-(3-bromophenyl)-, 1,1-dimethylethyl ester;SCHEMBL688837;DTXSID80447010;DVJZPRQEOHFPQO-UHFFFAOYSA-N;1,1-dimethylethyl 4-(3-bromophenyl)piperazine-1-carboxylate;BDBM426526;AMY32995;CNA03039;US10543207, Example 60;AKOS015837003;AB42575;AS-72804;BP-21194;SY019143;CS-0060946;EN300-218305;4-tert-Butyloxycarbonyl-1-(3-bromophenyl)piperazine;4-(3-Bromophenyl)-1-piperazinecarboxylic Acid, 1,1-Dimethylethyl Ester;4-(3-(6-chloro-2-(diaminomethyleneamino)quinazolin-4-yl)phenyl)piperazine-1-carboximidamide

Chemical Property of Tert-butyl 4-(3-bromophenyl)piperazine-1-carboxylate

Chemical Property:

• Boiling Point: 424.6±40.0 °C(Predicted)
• PKA: 2.12±0.20(Predicted)
• PSA: 32.78000
• Density: 1.332±0.06 g/cm3(Predicted)
• LogP: 3.50910
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 340.07864
• Heavy Atom Count: 20
• Complexity: 335

Purity/Quality:

98%min ^*data from raw suppliers

1-BOC-4-(3-Bromophenyl)piperazine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Tert-butyl 4-(3-bromophenyl)piperazine-1-carboxylate

There total 5 articles about Tert-butyl 4-(3-bromophenyl)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: 99.0%

di-tert-butyl dicarbonate (24424-99-5) + 1-(3-bromophenyl)piperazine (31197-30-5) → 1,1-dimethylethyl 4-(3-bromophenyl)piperazine-1-carboxylate (327030-39-7)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 3h;

Reference yield: 76.0%

→ 1,1-dimethylethyl 4-(3-bromophenyl)piperazine-1-carboxylate (327030-39-7)

Guidance literature:

With palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; In 1,4-dioxane; at 85 ℃; Inert atmosphere;

Reference yield: 53.0%

1-Bromo-3-iodobenzene (591-18-4) + 1-t-Butoxycarbonylpiperazine (57260-71-6) → 1,1-dimethylethyl 4-(3-bromophenyl)piperazine-1-carboxylate (327030-39-7)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium tert-butylate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In toluene; at 100 ℃;

DOI:10.1016/j.bmcl.2012.07.045

upstream raw materials:

1,3-dibromobenzene

1-t-Butoxycarbonylpiperazine

di-tert-butyl dicarbonate

1-(3-bromophenyl)piperazine

Downstream raw materials:

tert-butyl 4-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]piperazine-1-carboxylate

N-[6-(3-piperazin-1-ylphenyl)pyridin-2-yl]-4-(trifluoromethyl)pyridin-2-amine

N-[6-(3-piperazin-1-ylphenyl)pyridin-2-yl]pyrazin-2-amine

tert-butyl 4-{3-[6-(pyrazin-2-ylamino)pyridin-2-yl]phenyl}piperazine-1-carboxylate

Refernces

• 1、 -. "MONOACYLGLYCEROL LIPASE INHIBITORS". Paragraph 0109-0110; 0141; 0151-0152; 0175-0176. . Retrieved 2021/09/09.
• 2、 -. "COMPOSITIONS FOR USE IN METHODS OF INHIBITING PROTEIN KINASES". Paragraph 0011; 0042; 0362; 0363. . Retrieved 2018/10/25.