1-phenethyl-N-phenylpiperidin-4-amine

Base Information

• Chemical Name: 1-phenethyl-N-phenylpiperidin-4-amine
• CAS No.: 21409-26-7
• Molecular Formula: C19H24N2
• Molecular Weight: 280.413
• Hs Code.: 29333990
• European Community (EC) Number: 642-161-5
• UNII: Q88EHD0U8G
• DSSTox Substance ID: DTXSID40175680
• Nikkaji Number: J125.907E
• Wikipedia: 4-ANPP
• Wikidata: Q27287105
• Mol file: 21409-26-7.mol

Synonyms:despropionylfentanyl;despropionylfentanyl dihydrochloride

 This product is a nationally controlled contraband, and the Lookchem platform doesn't provide relevant sales information.

Chemical Property of 1-phenethyl-N-phenylpiperidin-4-amine

Chemical Property:

• Appearance/Colour: Pale yellow solid
• Vapor Pressure: 2.04E-07mmHg at 25°C
• Melting Point: 94-96°C
• Refractive Index: 1.603
• Boiling Point: 424.604 °C at 760 mmHg
• PKA: 9.03±0.10(Predicted)
• Flash Point: 161.923 °C
• PSA: 15.27000
• Density: 1.075 g/cm³
• LogP: 3.81650
• Storage Temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 280.193948774
• Heavy Atom Count: 21
• Complexity: 271

Purity/Quality:

Safty Information:

• Statements: 22-36/37/38
• Safety Statements: 22-37/39-46

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(CCC1NC2=CC=CC=C2)CCC3=CC=CC=C3
• Description: 4-ANPP (Item No. 18810) is an analytical reference material categorized as an opioid metabolite and a precursor in the synthesis of fentanyl (Item Nos. ISO60197 | 22659 | 14719) and other opioids. 4-ANPP is a metabolite of acetyl fentanyl (Item Nos. ISO60128 | ISO00128), butyryl fentanyl (Item Nos. 19734 | 14728), furanyl fentanyl (Item Nos. 19633 | 18705), acrylfentanyl (Item Nos. 23060 | 19312), and fentanyl. It has also been found as an impurity in illicit fentanyl preparations. 4-ANPP is regulated as a Schedule II compound in the United States. This product is intended for research and forensic applications. 4-ANPP (CRM) (Item No. 22700) is a certified reference material that is categorized as a piperidinamine. It is an intermediate in the synthesis of fentanyl (Item Nos. 22659 | 14719 | ISO60197) from N-phenethyl-4-piperidone (NPP; ). As such, 4-ANPP has been used as a precursor for the manufacture of fentanyl and related opioids. 4-ANPP is also an impurity found in fentanyl preparations. It is a known metabolite of acetyl fentanyl (Item Nos. ISO00128 | ISO60128), butyryl fentanyl (Item Nos. 14728 | 19734), furanyl fentanyl (Item Nos. 18705 | 19633), acrylfentanyl , and fentanyl. 4-ANPP is regulated as a Schedule II compound in the United States. This product is intended for research and forensic applications.
• Uses: A 3H-Fentanyl (F274990) metabolite

Technology Process of 1-phenethyl-N-phenylpiperidin-4-amine

There total 10 articles about 1-phenethyl-N-phenylpiperidin-4-amine 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: 91.0%

1-(2-phenylethyl)-4-piperidinone (39742-60-4) + aniline (62-53-3) → (1-Phenethyl-piperidin-4-yl)-phenyl-amine (21409-26-7)

Guidance literature:

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

DOI:10.1371/journal.pone.0108250

Reference yield: 75.1%

N-(1-phenethylpiperidin-4-ylidene)aniline (57958-48-2) → (1-Phenethyl-piperidin-4-yl)-phenyl-amine (21409-26-7)

Guidance literature:

With sodium tetrahydroborate; In methanol;

DOI:10.1016/j.bmc.2009.05.065

Reference yield:

4-piperidone hydrochloride (41979-39-9) → (1-Phenethyl-piperidin-4-yl)-phenyl-amine (21409-26-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine / CH₂Cl₂ / 0.5 h / 20 °C

1.2: sodium triacetoxyborohydride / CH₂Cl₂ / 24 h / 20 °C

2.1: sodium triacetoxyborohydride; acetic acid / CH₂Cl₂ / 24 h / 20 °C

With sodium tris(acetoxy)borohydride; acetic acid; triethylamine; In dichloromethane;

upstream raw materials:

1-(2-phenylethyl)-4-piperidinone

aniline

4-piperidone hydrochloride

phenylacetaldehyde

Downstream raw materials:

3-Oxo-N-(1-phenethyl-piperidin-4-yl)-N-phenyl-butyramide

2-chloro-N-phenyl-N-<1-(2-phenylethyl)-4-piperidinyl>acetamide

N-[1-(2-phenylethyl)-piperidin-4-yl]-nitrosoaniline

N₁-(4-bromophenyl)-N₁-[2-(cyclohexylamino)-2-oxo-1-phenylethyl]-N₄-phenyl-N₄-[1-(2-phenylethyl)piperidin-4-yl]butanediamide

Refernces

• 1、 -. "ADJUVANTED CONJUGATE OPIOID VACCINE". Paragraph 0038; 0041; 0042. . Retrieved 2021/12/08.
• 2、 Casotti, Gianluca,Gao, Eugene S.,Jin, Henry S.,Lipshutz, Bruce H.,Takale, Balaram S.,Thakore, Ruchita R.. "Chemoselective Reductive Aminations in Aqueous Nanoreactors Using Parts per Million Level Pd/C Catalysis". supporting information. . Retrieved 2020/09/09.