(2-Aminopyrimidin-5-yl)boronic acid

Base Information

• Chemical Name: (2-Aminopyrimidin-5-yl)boronic acid
• CAS No.: 936250-22-5
• Molecular Formula: C4H6BN3O2
• Molecular Weight: 138.922
• Hs Code.: 2933599090
• European Community (EC) Number: 624-650-5
• DSSTox Substance ID: DTXSID40590354
• Nikkaji Number: J2.543.574E
• Wikidata: Q72441772
• Mol file: 936250-22-5.mol

Synonyms:936250-22-5;2-Aminopyrimidine-5-boronic acid;(2-aminopyrimidin-5-yl)boronic acid;2-Amino-pyrimidine-5-boronic acid;2-aminopyrimidin-5-ylboronic acid;2-Amino-5-pyrimidineboronic acid;MFCD07375147;2-AMINOPYRIMIDIN-5-YL-5-BORONIC ACID;2-Aminopyrimidine-5-boronic Acid (contains varying amounts of Anhydride);C4H6BN3O2;SCHEMBL9523;2-aminopyrimidin-5-boronic acid;2-aminopyrimidine 5-boronic acid;DTXSID40590354;(2-aminopyrimidin-5-yl)boronicacid;2-amino-pyrimidin-5-ylboronic acid;2-aminopyrimidin-5-yl-boronic acid;BCP07952;2-aminopyrimidine-5-yl-boronic acid;2-amino-pyrimidin-5-yl-boronic acid;BBL102104;STL555903;AKOS015855020;CS-W001004;GS-5874;PB34211;AC-29199;SY017867;AM20120354;2-Aminopyrimidine-5-boronic acid, >=95.0%;EN300-205581;A844653;J-508074

Chemical Property of (2-Aminopyrimidin-5-yl)boronic acid

Chemical Property:

• Vapor Pressure: 2.68E-10mmHg at 25°C
• Melting Point: 206-211 °C
• Refractive Index: 1.59
• Boiling Point: 486.995 °C at 760 mmHg
• PKA: 2.58±0.11(Predicted)
• Flash Point: 248.326 °C
• PSA: 92.26000
• Density: 1.443 g/cm³
• LogP: -1.68020
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly, Heated), Methanol (Slightly, Heated)
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 139.0553066
• Heavy Atom Count: 10
• Complexity: 105

Purity/Quality:

99% ^*data from raw suppliers

2-Aminopyrimidine-5-boronic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: B(C1=CN=C(N=C1)N)(O)O
• Uses: 2-Aminopyrimidine-5-boronic acid is used as pharmaceutical intermediates.

Technology Process of (2-Aminopyrimidin-5-yl)boronic acid

There total 6 articles about (2-Aminopyrimidin-5-yl)boronic acid 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: 90.0%

(2-((tert-butoxycarbonyl)amino)pyrimidin-5-yl)boronic acid (883231-25-2) → (2-aminopyrimidin-5-yl)boronic acid (936250-22-5)

Guidance literature:

With hydrogenchloride; In water;

Reference yield: 80.0%

Triisopropyl borate (5419-55-6) + C10H20BrN3Si2 → (2-aminopyrimidin-5-yl)boronic acid (936250-22-5)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -78 - -65 ℃; for 2.25h;

DOI:10.1021/acs.oprd.5b00360

Reference yield: 42.0%

5-bromo-2-aminopyrimidine (7752-82-1) + Triisopropyl borate (5419-55-6) → (2-aminopyrimidin-5-yl)boronic acid (936250-22-5)

Guidance literature:

With hydrogenchloride; n-butyllithium; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; tert-butyl methyl ether; water;

upstream raw materials:

5-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)pyrimidin-2-ylamine

5-bromo-2-aminopyrimidine

Triisopropyl borate

(2-((tert-butoxycarbonyl)amino)pyrimidin-5-yl)boronic acid

Downstream raw materials:

2-amino-5-(pyridin-3-yl)pyrimidine

2-amino-5-pyrazinylpyrimidine

2-amino-5-benzothiazol-2-ylpyrimidine

4-(2-aminopyrimidin-5-yl)nitrobenzene

Refernces

• 1、 -. "PROCESS FOR MAKING THIENOPYRIMIDINE COMPOUNDS". Page/Page column. . Retrieved 2014/04/18.
• 2、 -. "PROCESS FOR THE PREPARATION OF BORONIC ACID INTERMEDIATES". Paragraph 0295-0299. . Retrieved 2014/11/13.