New downstream synthetic route of 2-(Tributylstannyl)pyrimidine

The synthetic route of 153435-63-3 has been constantly updated, and we look forward to future research findings.

Related Products of 153435-63-3 , The common heterocyclic compound, 153435-63-3, name is 2-(Tributylstannyl)pyrimidine, molecular formula is C16H30N2Sn, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

A round bottom flask containing 4-(5-bromo-thiazol-2-yl)-piperazine-1- carboxylic acid tert-butyl ester (100 mg, 0.29 mmol), 2-tributylstannanyl-pyrimidine (130 mg, 0.36 mmol), cesium fluoride (85 mg, 0.56 mmol) and palladium di-tert- butylphosphine was degassed three times with Ar. Dioxane was added and the formed reaction mixture was stirred at 90 C overnight under Ar. Then the reaction mixture was filter through celite and the solvent was removed under vacuum and crude product was used directly in the next step.

The synthetic route of 153435-63-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SCHERING CORPORATION; WO2008/156739; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Extended knowledge of 153435-63-3

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,153435-63-3, its application will become more common.

Adding a certain compound to certain chemical reactions, such as: 153435-63-3, 2-(Tributylstannyl)pyrimidine, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, 153435-63-3, blongs to pyrimidines compound. Quality Control of 2-(Tributylstannyl)pyrimidine

Intermediate 3 (75mg;1 eq) was dissolved in dry DMF (2ml), then CsF (49mg;2 eq), Cul (6mg;0.2 eq), [Ph3P]4Pd (19mg; 0.1 eq) and 2- pyrimidyltributylstannane(90mg;1 .5 eq; prepared according to Eur. J. Org. Chem. 2003, 171 1 -1721 ) were added. The mixture was warmed at 130C for 25 minutes (microwave), then poured in aqueous saturated solution of NH4CI and extracted with DCM. The organic layers were combined, washed with water, dried (Na2SO4) and concentrated under vacuum; crude product was purified by silica gel column chromatography (Cyclohexane/AcOEt 9/1 to AcOEt) then by SCX cartridge (5g) to obtain 13mg of the title compound.MS (ESI) m/z 468-470 ;1 HNMR (CDCI3) delta ppm 8.80-8.94 (m, 1 H), 8.66 (d, 1 H), 8.22-8.43(m, 1 H), 7.86- 8.07 (m, 1 H), 7.12-7.52(m, 4H), 6.22-6.74(m, 1 H), 4.98-5.22(m, 1 H),4.32-4.81 (m, 1 H), 3.08-3.97(m, 4H), 1 .90-2.40(m, 2H), 0.65-1 .65 (m, 2H), 0.15-0.65 (m, 4H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,153435-63-3, its application will become more common.

Reference:
Patent; ROTTAPHARM S.P.A.; STASI, Luigi Piero; ROVATI, Lucio; WO2012/104338; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Analyzing the synthesis route of 153435-63-3

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 153435-63-3, 2-(Tributylstannyl)pyrimidine.

Application of 153435-63-3, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 153435-63-3, name is 2-(Tributylstannyl)pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Example 5 N-[6-(2-tert-Butoxy-ethoxy)-5-(2-methoxy-phenoxy)-[2,2′]bipyrimidinyl-4-yl]-4-ethyl-benzenesulfonamide (14) [Show Image] A solution of 2-tributylstannanyl pyrimidine (212 mg, 0.57 mmol), 2-pyrimidin triflate intermediate (12) (300 mg, 0.44 mmol), and Pd(PPh3)4 (52 mg, 0.044 mmol) in dry dimethylacetamide (4.5 mL) was heated at 130C for 6 h. After being cooled to room temperature, the reaction was filtered through a plug of Celite, the filtrate was diluted with water and extracted twice with ethyl acetate. The combined organic layers were washed with brine, solvent was removed and the residue was purified by silica gel chromatography furnishing the desired compound as a pale yellow solid (216 mg, 80 %). 1H-RMN (200 MHz, CDCl3) : 1.13 (s, 9H); 1.26 (s, 9H); 3.62 (m, 2H); 4.00 (s, 3H); 4.63 (m, 2H); 6.81-7.18 (m, 4H), 7.43 (m, 3H); 8.23 (d, J = 8.0 Hz, 2H); 9.01 (s, 2H) ppm.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 153435-63-3, 2-(Tributylstannyl)pyrimidine.

Reference:
Patent; Laboratorios Lesvi, S.L.; EP2368884; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

New downstream synthetic route of 2-(Tributylstannyl)pyrimidine

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 153435-63-3, 2-(Tributylstannyl)pyrimidine.

Application of 153435-63-3, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 153435-63-3, name is 2-(Tributylstannyl)pyrimidine, molecular formula is C16H30N2Sn, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

(D53) (2 g, 8 mmol) was dissolved dry DMF (15 ml), then CsF (16 mmol), CuI (1.6 mmol), [Ph3P]4Pd (0.8 mmol) and pyrimidine-2-tributylstannane (12 mmol; prepared according to Eur. J. Org. Chem. 2003, 1711-1721) were added. The mixture was warmed at 130 C. for 10 minutes (microwave), then poured in aqueous saturated solution of NH4Cl and extracted with AcOEt (3¡Á50 ml). The organic layers were combined, dried (Na2SO4) and concentrated under vacuum; the crude mixture was purified by silica gel column chromatography (DCM to DCM/MeOH 9/1) to give 1.5 g of the title compound as white solid.MS (ESI) m/z: 249 [M+H]+. 1HNMR (CDCl3) 5 ppm=8.82 (d, 2H), 8.07 (d, 1H), 7.71 (d, 1H), 7.57 (dd, 1H), 7.27 (t, 1H), 3.80 (s, 3H).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 153435-63-3, 2-(Tributylstannyl)pyrimidine.

Reference:
Patent; Stasi, Luigi Piero; Rovati, Lucio Claudio; Artusi, Roberto; Colace, Fabrizio; Mandelli, Stefano; Perugini, Lorenzo; US2014/357653; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Analyzing the synthesis route of Related Products of 153435-63-3

According to the analysis of related databases, 153435-63-3, the application of this compound in the production field has become more and more popular.

Related Products of 153435-63-3, Adding some certain compound to certain chemical reactions, such as: 153435-63-3, name is 2-(Tributylstannyl)pyrimidine,molecular formula is C16H30N2Sn, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 153435-63-3.

A solution of 2-tributylstannanyl pyrimidine (390 mg, 1.05 mmol) , 2-pyrimidin triflate intermediate (13) (510 mg, 0.81 mmol), and Pd(PPh3)4 (95 mg, 0.081 mmol) in dry dimethylacetamide (7.5 mL) was heated at 130C for 6 h. After being cooled to room temperature, the reaction was filtered through a plug of Celite, the filtrate was diluted with water and extracted twice with ethyl acetate. The combined organic layers were washed with brine, solvent was removed and the residue was purified by silica gel chromatography furnishing the desired compound as a pale yellow solid (357 mg, 79 %) . The crude bosentan was further purified by recrystallization in hot ?0 / EtOH affording pure bosentan monohydrate (1) as a white solid (327 mg, 70 %) .^-RMN (200 MHz, d6-DMSO) : 1.29 (s, 9H) ; 3.85 (m, 2H) ; 3.93 (s, 3H) ; 4.59 (m, 2H) ; 6.81-7.18 (m, 4H) , 7.43 (d, J = 8.0 Hz, 3H) ; 8.45 (d, J = 8.0 Hz, 2H) ; 9.01 (s, 2H) ppm.DSC-TG: endothermic peak at 116.53 C, with a loss of weight of 3.1 % (monohydrate) . Dio : 1.36 um, D50 : 20.32 muiotaeta, D90 : 56.64 muiotaeta

According to the analysis of related databases, 153435-63-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LABORATORIOS LESVI, S.L.; RODRIGUEZ ROPERO, Sergio; HUGUET CLOTET, Juan; WO2011/117143; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia