2-(Tributylstannyl)pyrimidine

Base Information

• Chemical Name: 2-(Tributylstannyl)pyrimidine
• CAS No.: 153435-63-3
• Molecular Formula: C16H30N2Sn
• Molecular Weight: 369.138
• Hs Code.: 29339900
• European Community (EC) Number: 687-738-2
• DSSTox Substance ID: DTXSID50376843
• Wikidata: Q72510062
• Mol file: 153435-63-3.mol

Synonyms:2-(tributylstannyl)pyrimidine;153435-63-3;tributyl(pyrimidin-2-yl)stannane;2-Tributylstannylpyrimidine;PYRIMIDINE, 2-(TRIBUTYLSTANNYL)-;2-Tributylstannanyl-pyrimidine;MFCD01319085;2-(tributylstannanyl)pyrimidine;tributyl(pyrimidinyl)tin;2-tributylstannyl pyrimidine;(tributylstannanyl)pyrimidine;2-tributylstannanylpyrimidine;(2-Pyrmidyl)tri-n-butyltin;2-tributyl stannyl pyrimidine;SCHEMBL109668;2-tri-n-butylstannylpyrimidine;tri-n-butyl(2-pyrimidinyl)tin;2-(tributyl-stannyl)pyrimidine;2-(tributylstannyl)-pyrimidine;DTXSID50376843;WTFFOOAJSDVASL-UHFFFAOYSA-N;2-(tri-n-butylstannyl)-pyrimidine;2-(Tributylstannyl)pyrimidine, 95%;AKOS000279280;AB08889;GS-6215;AM803256;SY007599;CS-0031450;FT-0676564;EN300-365061;J-009013

Chemical Property of 2-(Tributylstannyl)pyrimidine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: ">
• Boiling Point: 381.167 °C at 760 mmHg
• PKA: 1.42±0.33(Predicted)
• Flash Point: 184.323 °C
• PSA: 25.78000
• Density: 1.164 g/mL at 25 °C
• LogP: 4.53270
• Storage Temp.: Keep Cold
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 10
• Exact Mass: 370.143102
• Heavy Atom Count: 19
• Complexity: 193

Purity/Quality:

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

2-(Tributylstannyl)pyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,T
• Hazard Codes: Xi,T,N
• Statements: 21-25-36/38-48/23/25-50/53
• Safety Statements: 36/37/39-45-60-61-35

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC[Sn](CCCC)(CCCC)C1=NC=CC=N1
• Uses: 2-(Tributylstannyl)pyrimidine is an organotin compound used in Stille coupling reaction. This can be used as one of the precursors in the synthesis of 2-aminopyridine oxazolidinones as potent and selective tankyrase (TNKS) inhibitors and the synthesis of canagliflozin, a novel inhibitor for sodium-dependent glucose cotransporter.It can also be used in the preparation of various (2-pyrimidyl)silanes.

Technology Process of 2-(Tributylstannyl)pyrimidine

There total 3 articles about 2-(Tributylstannyl)pyrimidine 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-chloropyrimidine (1722-12-9,1195939-87-7) + tri-n-butyl-tin hydride (688-73-3) → 2-(tributylstannyl)pyrimidine (153435-63-3)

Guidance literature:

tri-n-butyl-tin hydride; With lithium diisopropyl amide; In tetrahydrofuran; at 0 ℃; for 0.5h; Inert atmosphere;

2-chloropyrimidine; In tetrahydrofuran; at 0 - 20 ℃; for 12h; Inert atmosphere;

Reference yield:

tributylstannyllithium (4226-01-1) + 2-bromopyrimidine (4595-60-2) → 2-(tributylstannyl)pyrimidine (153435-63-3)

Guidance literature:

In tetrahydrofuran; at -78 - 20 ℃; for 8h;

Reference yield:

→ 2-(tributylstannyl)pyrimidine (153435-63-3)

Guidance literature:

upstream raw materials:

tributylstannyllithium

2-bromopyrimidine

2-chloropyrimidine

tri-n-butyl-tin hydride

Downstream raw materials:

3-Methoxy-4-phenyl-6-(2-pyrimidinyl)pyridazine

(Z)-2'-(N-phenyl-N-methoxycarbonylamino)-2-acetylpyrimidine phenylhydrazone

4-(4-pyrimidin-2-yl-phenylamino)-piperidine-1-carboxylic acid tert-butyl ester

(4-chloro-phenyl)-(6-pyrimidin-2-yl-pyrazin-2-yl)-carbamic acid tert-butyl ester

Refernces

• 1、 -. "Pyrimidine quinoline derivatives, and preparation method and applications thereof". Paragraph 0120; 0122; 0127-0128. . Retrieved 2019/10/01.
• 2、 -. "SPIRO AMINO COMPOUNDS SUITABLE FOR THE TREATMENT OF INTER ALIA SLEEP DISORDERS AND DRUG ADDICTION". Page/Page column 74. . Retrieved 2011/02/24.