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2-(Tributylstannyl)pyrimidine

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Company Name: Chengdu Aslee Biopharmaceuticals, Inc  Gold
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2-(Tributylstannyl)pyrimidine manufacturers

2-(Tributylstannyl)pyrimidine Basic information
Product Name:2-(Tributylstannyl)pyrimidine
Synonyms:2-(tri-n-butylstannyl)pyrimidine;2-(Tributylstannyl)pyrimidine ,97%;(Pyrimidin-2-yl)tributylstannane;2-(Tributylstannanyl)pyrimidine;Tributyl(2-pyrimidyl)stannane;PyriMidine,2-(tributylstannyl)-;(Pyrimidin-2-yl)tributylstannane, 2-(Tributylstannyl)-1,3-diazine;2-tributyltinpyrMidine
CAS:153435-63-3
MF:C16H30N2Sn
MW:369.13
EINECS:
Product Categories:organic tin;Organostannes;Pyrimidine;Tributylstanny
Mol File:153435-63-3.mol
2-(Tributylstannyl)pyrimidine Structure
2-(Tributylstannyl)pyrimidine Chemical Properties
Boiling point 381.2±25.0 °C(Predicted)
density 1.164 g/mL at 25 °C
refractive index n20/D1.512
Fp >110℃
storage temp. Sealed in dry,2-8°C
solubility soluble in Methanol; Ethyl Acetate; Dichloromethane; Chloroform; DMF; DMSO
form liquid
pka1.42±0.33(Predicted)
color Colourless
InChIInChI=1S/C4H3N2.3C4H9.Sn/c1-2-5-4-6-3-1;3*1-3-4-2;/h1-3H;3*1,3-4H2,2H3;
InChIKeyWTFFOOAJSDVASL-UHFFFAOYSA-N
SMILESC1([Sn](CCCC)(CCCC)CCCC)=NC=CC=N1
Safety Information
Hazard Codes Xi,T,N
Risk Statements 21-25-36/38-48/23/25-50/53
Safety Statements 36/37/39-45-60-61-35
RIDADR UN 2788 6.1 / PGIII
WGK Germany 3
HazardClass IRRITANT, TOXIC, KEEP COLD
HS Code 29339900
Storage Class6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
Hazard ClassificationsAcute Tox. 3 Oral
Acute Tox. 4 Dermal
Aquatic Acute 1
Aquatic Chronic 1
Eye Irrit. 2
Repr. 1B
Skin Irrit. 2
STOT RE 1
MSDS Information
2-(Tributylstannyl)pyrimidine Usage And Synthesis
Chemical PropertiesClear colorless liquid
Uses2-(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.
Synthesis
2-Chloropyrimidine

1722-12-9

Tributyltin Hydride

688-73-3

2-(Tributylstannyl)pyrimidine

153435-63-3

Under nitrogen protection, tributyltin hydride (12.5 g) was dissolved in 20 mL of anhydrous tetrahydrofuran in a round bottom flask. With stirring at 0 °C, 2M lithium diisopropylammonium (18.75 g) was slowly added with continuous stirring for 30 min. Subsequently, the reaction system was cooled to -18 °C and 2-chloropyrimidine (4 g, 35 mmol) dissolved in 20 mL of anhydrous tetrahydrofuran was slowly added dropwise. After the dropwise addition, the reaction system was gradually warmed to room temperature and stirring was continued for 12 hours. Upon completion of the reaction, the reaction was quenched by the addition of 30 mL of water and extracted with ethyl acetate. The organic phases were combined, concentrated under reduced pressure to remove the solvent, and finally purified by column chromatography to afford 2-(tributyltin)pyrimidine (11.68 g, 90% yield).

References[1] Patent: KR2018/75381, 2018, A. Location in patent: Paragraph 0071; 0072-0074
[2] Patent: EP1724268, 2006, A1. Location in patent: Page/Page column 58; 77; 95
2-(Tributylstannyl)pyrimidine Preparation Products And Raw materials
Raw materialsLithium diisopropylamide
Preparation ProductsSCH 486757-->3-fluoro-2-(pyrimidin-2-yl)benzonitrile
Tag:2-(Tributylstannyl)pyrimidine(153435-63-3) Related Product Information
2-(Tributylstannyl)pyrimidine 4,6-dimethyl-2-(tributyltin)pyrimidine 5-methyl-2-(tributyltin)pyrimidine Pyrimidine, 5-ethyl-2-(tributylstannyl)- Pyrimidine, 5-fluoro-2-(tributylstannyl)- 4-methyl-2-(tributyltin)pyrimidine