Methyl 4-[(propionyl)phenylamino]piperidine-4-carboxylate

Base Information

• Chemical Name: Methyl 4-[(propionyl)phenylamino]piperidine-4-carboxylate
• CAS No.: 72996-78-2
• Molecular Formula: C16H22N2O3
• Molecular Weight: 290.362
• European Community (EC) Number: 277-193-5
• UNII: OH8N7NE9ZG
• DSSTox Substance ID: DTXSID10993752
• Nikkaji Number: J296.457K
• Wikidata: Q72496810
• Pharos Ligand ID: NGPK2AS2ZGG4
• ChEMBL ID: CHEMBL4562635
• Mol file: 72996-78-2.mol

Synonyms:72996-78-2;Norcarfentanil;METHYL 4-[(PROPIONYL)PHENYLAMINO]PIPERIDINE-4-CARBOXYLATE;OH8N7NE9ZG;methyl 4-(N-propanoylanilino)piperidine-4-carboxylate;EINECS 277-193-5;UNII-OH8N7NE9ZG;CHEMBL4562635;4-Piperidinecarboxylicacid, 4-[(1-oxopropyl)phenylamino]-, methyl ester;Methyl 4-((propionyl)phenylamino)piperidine-4-carboxylate;methyl 4-(phenyl(propanyl)amino)piperidine-4-carboxylate;Methyl 4-[phenyl(propanoyl)amino]piperidine-4-carboxylate;METHYL 4-(PHENYL(PROPANOYL)AMINO)PIPERIDINE-4-CARBOXYLATE;Norcarfentanil (92%);SCHEMBL3327279;DTXSID10993752;HFNFODVRYCEIQL-UHFFFAOYSA-N;4-[(1-Oxopropyl)phenylamino]-4-piperidinecarboxylic Acid Methyl Ester;BDBM50529411;AKOS030242896;GI-94219;2-CHLORO-N,N-DIPHENYLETHANIMIDAMIDE;Methyl4-[phenylamino]piperidine-4-carboxylate;G-194219;4-methoxycarbonyl-4-(N'-phenylpropionamido)piperidine;methyl-4-((propionyl)phenylamino)piperidine-4-carboxylate;REMIFENTANIL HYDROCHLORIDE IMPURITY A [EP IMPURITY];methyl 4-[N-(1-oxopropyl)-N-phenylamino]-4-piperidine-carboxylate;methyl 4-[N-(1-oxopropyl)-N-phenylamino]-4-piperidinecarboxylate;4-PIPERIDINECARBOXYLIC ACID, 4-((1-OXOPROPYL)PHENYLAMINO)-, METHYL ESTER

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Chemical Property of Methyl 4-[(propionyl)phenylamino]piperidine-4-carboxylate

Chemical Property:

• Vapor Pressure: 7.41E-08mmHg at 25°C
• Melting Point: 40-43°C
• Refractive Index: 1.558
• Boiling Point: 408.8 °C at 760 mmHg
• PKA: 9.14±0.10(Predicted)
• Flash Point: 201.1 °C
• PSA: 58.64000
• Density: 1.151 g/cm³
• LogP: 2.05360
• Storage Temp.: Refrigerator
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 290.16304257
• Heavy Atom Count: 21
• Complexity: 372

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(=O)N(C1=CC=CC=C1)C2(CCNCC2)C(=O)OC
• Uses: Intermediate in the preparation of Fentanyl analogues

Technology Process of Methyl 4-[(propionyl)phenylamino]piperidine-4-carboxylate

There total 15 articles about Methyl 4-[(propionyl)phenylamino]piperidine-4-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: 89.0%

Methyl 4-[N-(1-oxopropyl)-N-phenylamino]-1-(phenylmethyl)-4-piperidinecarboxylate oxalate (61085-73-2) → methyl 4-[N-(1-oxopropyl)-N-phenylamino]-4-piperidinecarboxylate (72996-78-2)

Guidance literature:

With palladium 10% on activated carbon; ammonium formate; In methanol; for 3h; Reflux;

Reference yield: 87.0%

1-tert-butyl 4-methyl 4-(N-phenylpropionamido)piperidine-1,4-dicarboxylate (1159835-40-1) → methyl 4-[N-(1-oxopropyl)-N-phenylamino]-4-piperidinecarboxylate (72996-78-2)

Guidance literature:

With hydrogenchloride; In dichloromethane; at 0 - 20 ℃; for 20h;

Reference yield: 85.0%

methyl 4-[N-(1-oxopropyl)-N-phenylamino]-1-benzyl-4-piperidinecarboxylate (61085-72-1) → methyl 4-[N-(1-oxopropyl)-N-phenylamino]-4-piperidinecarboxylate (72996-78-2)

Guidance literature:

With palladium 10% on activated carbon; Pearlman's catalist; hydrogen; In methanol; for 10h; under 3102.97 Torr;

DOI:10.1248/cpb.57.1421

upstream raw materials:

methyl 4-[N-(1-oxopropyl)-N-phenylamino]-1-benzyl-4-piperidinecarboxylate

1-phenylmethyl-4-piperidone

methyl 4-(phenylamino)-1-(phenylmethyl)-4-piperidinecarboxylate

1-benzyl-4-(phenylamino)piperidine-4-carbonitrile

Downstream raw materials:

N-(phenyl)-N-[1-(2-oxo-2-(2-thienyl)ethyl)-4-methoxycarbonyl-4-piperidinyl]propanamide

1-(1H-Benzoimidazol-2-ylmethyl)-4-(phenyl-propionyl-amino)-piperidine-4-carboxylic acid methyl ester

N-(phenyl)-N-[1-(1H-indol-3-yl(methyl))-4-methoxy-carbonyl-4-piperidinyl]propanamide

OHM 3597

Refernces

• 1、 -. "New method for synthesizing carfentanil". Paragraph 0014; 0025; 0026. . Retrieved 2019/06/08.
• 2、 Srimurugan, Sankareswaran,Murugan, Kaliyappan,Chen, Chinpiao. "A facile method for preparation of [2H3]-sufentanil and its metabolites". experimental part. p. 1421 - 1424. Retrieved 2010/06/14.