Piperazin-1-yl-pyrrolidin-1-yl-methanone

Base Information

• Chemical Name: Piperazin-1-yl-pyrrolidin-1-yl-methanone
• CAS No.: 73331-93-8
• Molecular Formula: C₉H₁₇N₃O
• Molecular Weight: 183.253
• Hs Code.: 2933990090
• European Community (EC) Number: 673-621-3
• DSSTox Substance ID: DTXSID80375162
• Wikidata: Q72500241
• Mol file: 73331-93-8.mol

Synonyms:73331-93-8;Piperazin-1-yl-pyrrolidin-1-yl-methanone;piperazin-1-yl(pyrrolidin-1-yl)methanone;(Piperazin-1-yl)(pyrrolidin-1-yl)methanone;1-(pyrrolidine-1-carbonyl)piperazine;Piperazin-1-ylpyrrolidin-1-ylmethanone;MFCD03844724;1-(pyrrolidin-1-ylcarbonyl)piperazine;SCHEMBL937637;DTXSID80375162;YKELOMQESZMHBK-UHFFFAOYSA-N;YCA33193;AKOS000263529;PS-3245;CS-0271753;FT-0737571;EN300-57526;A837790

Chemical Property of Piperazin-1-yl-pyrrolidin-1-yl-methanone

Chemical Property:

• Vapor Pressure: 0.00139mmHg at 25°C
• Refractive Index: 1.534
• Boiling Point: 297 °C at 760 mmHg
• Flash Point: 133.4 °C
• PSA: 35.58000
• Density: 1.14 g/cm³
• LogP: 0.31200
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 183.137162174
• Heavy Atom Count: 13
• Complexity: 183

Purity/Quality:

98%min ^*data from raw suppliers

(Piperazin-1-yl)(pyrrolidin-1-yl)methanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCN(C1)C(=O)N2CCNCC2

Technology Process of Piperazin-1-yl-pyrrolidin-1-yl-methanone

There total 2 articles about Piperazin-1-yl-pyrrolidin-1-yl-methanone 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: 24.0%

pyrrolidine (123-75-1) + 1-t-Butoxycarbonylpiperazine (57260-71-6) → piperazin-1-yl-pyrrolidin-1-yl-methanone (73331-93-8)

Guidance literature:

pyrrolidine; With bis(trichloromethyl) carbonate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 3 ℃; for 1h;

1-t-Butoxycarbonylpiperazine; In dichloromethane; at 0 - 20 ℃;

With trifluoroacetic acid; In dichloromethane; at 20 ℃;

Reference yield:

pyrrolidine (123-75-1) + bis(trichloromethyl) carbonate (32315-10-9) + 1-t-Butoxycarbonylpiperazine (57260-71-6) → piperazin-1-yl-pyrrolidin-1-yl-methanone (73331-93-8)

Guidance literature:

pyrrolidine; bis(trichloromethyl) carbonate; With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃; for 1h;

1-t-Butoxycarbonylpiperazine; In dichloromethane; at 0 - 20 ℃; for 3h;

Reference yield:

piperazin-1-yl-pyrrolidin-1-yl-methanone (73331-93-8) → (S)-(4-{4-[4-(2-hydroxy-1-phenylethylamino)thieno[2,3-d]pyrimidin-6-yl]benzyl}piperazine 1-yl)tetrahydropyrrol-1-ylmethanone

Guidance literature:

Multi-step reaction with 2 steps

1.1: acetic acid / tetrahydrofuran; methanol / 1 h / 20 °C

1.2: 60 °C

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / N,N-dimethyl-formamide / 85 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; acetic acid; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

upstream raw materials:

pyrrolidine

1-t-Butoxycarbonylpiperazine

bis(trichloromethyl) carbonate

Refernces

• 1、 -. "Thienopyrimidine and furan and pyrimidine derivatives, its preparation process and its use in medicine". Paragraph 0131-0133. . Retrieved 2016/10/09.