Pyrimidin-5-amine

Base Information

• Chemical Name: Pyrimidin-5-amine
• CAS No.: 591-55-9
• Molecular Formula: C4H5N3
• Molecular Weight: 95.1038
• Hs Code.: 2933599090
• European Community (EC) Number: 640-485-1
• NSC Number: 401237
• DSSTox Substance ID: DTXSID20322438
• Nikkaji Number: J79.681F
• Wikidata: Q27117920
• Metabolomics Workbench ID: 55937
• Mol file: 591-55-9.mol

Synonyms:5-Aminopyrimidine;pyrimidin-5-amine;591-55-9;5-pyrimidinamine;PYRIMIDIN-5-YLAMINE;MFCD01529870;Nc1cncnc1;pyrimidine-5-amine;5-Amino-pyrimidine;T5V;NSC401237;5-Aminopyrimidine, 96%;5-Aminopyrimidine, AldrichCPR;CHEBI:38619;DTXSID20322438;BCP27570;CS-D0764;AKOS009317679;NSC-401237;PB12745;SS-6051;SY007106;A2589;AM20100439;BB 0260194;FT-0600205;A18954;EN300-139664;J-516750;Q27117920;Z800187814

Chemical Property of Pyrimidin-5-amine

Chemical Property:

• Vapor Pressure: 0.037mmHg at 25°C
• Melting Point: 171°C(lit.)
• Refractive Index: 1.598
• Boiling Point: 240.721 °C at 760 mmHg
• PKA: 2?+-.0.10(Predicted)
• Flash Point: 122.563 °C
• PSA: 51.80000
• Density: 1.217 g/cm³
• LogP: 0.64000
• Storage Temp.: Room temperature.
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 95.048347172
• Heavy Atom Count: 7
• Complexity: 48.9

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-Aminopyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22-36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=NC=N1)N

Technology Process of Pyrimidin-5-amine

There total 12 articles about Pyrimidin-5-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: 95.0%

(3,5-dichloropyridazin-4-yl)amine (53180-76-0) → pyrimidin-5-amine (591-55-9)

Guidance literature:

With sodium hydroxide; hydrogen; palladium 10% on activated carbon; In diethyl ether; water; at 20 ℃; for 20h; under 2585.81 Torr;

Reference yield: 95.0%

5-amino-4,6-dichloropyridimine (5413-85-4) → pyrimidin-5-amine (591-55-9)

Guidance literature:

With sodium hydroxide; hydrogen; palladium on activated charcoal; In diethyl ether; at 25 ℃; under 1551.44 Torr;

DOI:10.1139/v98-221

Reference yield: 86.0%

4,6-dichloro-5-nitropyrimidine (4316-93-2) → pyrimidin-5-amine (591-55-9)

Guidance literature:

With ammonium formate; palladium on activated charcoal; In methanol; at 0 - 20 ℃; for 14.5h;

DOI:10.1002/jlcr.1477

upstream raw materials:

5-amino-2,4-dichloropyrimidine

5-amino-4,6-dichloropyridimine

2-(methylthio)-5-nitropyrimidine

4,6-bismethylthio-5-nitropyrimidine

Downstream raw materials:

5-Acetamido-pyrimidin

N-pyrimidin-5-yl-benzamide

1-phenyl-2-methyl-4-formylimidazole

N-(5-pyrimidinyl)-N'-phenylacetamidine

Refernces

• 1、 Lombardi, Christopher,Day, Jonathan,Chandrasoma, Nalin,Mitchell, David,Rodriguez, Michael J.,Farmer, Jennifer L.,Organ, Michael G.. "Selective Cross-Coupling of (Hetero)aryl Halides with Ammonia to Produce Primary Arylamines using Pd-NHC Complexes". supporting information. p. 251 - 254. Retrieved 2017/04/26.
• 2、 -. "PEPTIDE DEFORMYLASE INHIBITORS". Page/Page column. . Retrieved 2014/02/15.