1-(Pyrimidin-2-yl)piperidin-4-amine

Base Information

• Chemical Name: 1-(Pyrimidin-2-yl)piperidin-4-amine
• CAS No.: 412355-81-8
• Molecular Formula: C9H14N4
• Molecular Weight: 178.237
• Hs Code.: 2933990090
• European Community (EC) Number: 809-333-3
• DSSTox Substance ID: DTXSID70406499
• Wikidata: Q72504952
• Mol file: 412355-81-8.mol

Synonyms:412355-81-8;1-(pyrimidin-2-yl)piperidin-4-amine;1-pyrimidin-2-ylpiperidin-4-amine;1-(2-PYRIMIDINYL)-4-PIPERIDINAMINE;4-Amino-1-(2-pyrimidinyl)piperidine;4-amino-1-(pyrimidin-2-yl)piperidine;1-Pyrimidin-2-yl-piperidin-4-ylamine;MFCD06616818;4-Piperidinamine, 1-(2-pyrimidinyl)-;SCHEMBL2070684;DTXSID70406499;USLXJAKPMUUGPV-UHFFFAOYSA-N;HMS1697E08;AMY40029;AC1245;AKOS000129919;FS-1973;SB41373;AC-29808;SY005625;BB 0248125;CS-0112807;FT-0735335;EN300-37313;1-pyrimidin-2-yl-piperidin-4-ylamine, AldrichCPR;A873096;F2167-0876;Z239097826

Chemical Property of 1-(Pyrimidin-2-yl)piperidin-4-amine

Chemical Property:

• Vapor Pressure: 8.5E-05mmHg at 25°C
• Refractive Index: 1.566
• Boiling Point: 340.6 °C at 760 mmHg
• Flash Point: 159.8 °C
• PSA: 55.04000
• Density: 1.144 g/cm³
• LogP: 1.16940
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 178.121846464
• Heavy Atom Count: 13
• Complexity: 148

Purity/Quality:

98%min ^*data from raw suppliers

4-Amino-1-(2-pyrimidinyl)piperidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(CCC1N)C2=NC=CC=N2

Technology Process of 1-(Pyrimidin-2-yl)piperidin-4-amine

There total 6 articles about 1-(Pyrimidin-2-yl)piperidin-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: 97.0%

tert-Butyl N-[1-(pyrimidin-2-yl)piperidin-4-yl]carbamate → tert-butyl (1-(pyrimidin-2-yl)piperidin-4-yl)carbamate (412355-81-8)

Guidance literature:

tert-Butyl N-[1-(pyrimidin-2-yl)piperidin-4-yl]carbamate; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;

In methanol;

Reference yield: 96.0%

2-(4-azidopiperidin-1-yl)pyrimidine (1452394-23-8) → tert-butyl (1-(pyrimidin-2-yl)piperidin-4-yl)carbamate (412355-81-8)

Guidance literature:

With 10% Pt/activated carbon; hydrogen; In tetrahydrofuran; at 30 ℃; Flow reactor;

DOI:10.1021/co400078r

Reference yield:

tert-butyl 4-azidopiperidine-1-carboxylate (180695-80-1) → tert-butyl (1-(pyrimidin-2-yl)piperidin-4-yl)carbamate (412355-81-8)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogenchloride / 1,4-dioxane / 60 °C

2: potassium carbonate / dimethyl sulfoxide / 18 h / 90 °C

3: hydrogen; 10% Pt/activated carbon / tetrahydrofuran / 30 °C / Flow reactor

With hydrogenchloride; 10% Pt/activated carbon; hydrogen; potassium carbonate; In tetrahydrofuran; 1,4-dioxane; dimethyl sulfoxide;

DOI:10.1021/co400078r

upstream raw materials:

tert-butyl 4-azidopiperidine-1-carboxylate

2-(4-azidopiperidin-1-yl)pyrimidine

(piperidin-4-yl)carbamic acid tert-butyl ester

Downstream raw materials:

(4-bromo-2-nitro-phenyl)-(1-pyrimidin-2-yl-piperidin-4-yl)-amine

6-(2-hydroxyphenyl)-N-(1-pyrimidin-2-ylpiperidin-4-yl)nicotinamide

Refernces

• 1、 Bryan, Marian C.,Hein, Christopher D.,Gao, Hua,Xia, Xiaoyang,Eastwood, Heather,Bruenner, Bernd A.,Louie, Steven W.,Doherty, Elizabeth M.. "Disubstituted 1-aryl-4-aminopiperidine library synthesis using computational drug design and high-throughput batch and flow technologies". . p. 503 - 511. Retrieved 2013/09/24.
• 2、 -. "Non-nucleoside reverse transcriptase inhibitors". Page/Page column 34. . Retrieved 2008/12/06.