Category: 153435-63-3

Electric Literature 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.

Example 31 Cpy rimidin-2-y 1 { 1 -[4-(trifluoromethoxy )phenyl] cy cl obutyl} methanol To a solution of n-butyllithium (0.48 mL, 1.2 mmol, 2.5 M in hexanes) was added 2-(tributylstannyl)pyrimidine (369 mg, 1.0 mmol) in THF (6.0 mL) under nitrogen atmosphere at -95 C ~ -100 C. After 45 minutes, Example 3 IB (244 mg, 1.0 mmol) was added at -95 C, and the resulting mixture was stirred for an additional 30 min and then warmed to room temperature for 10 min. Saturated aq. NH4C1 was added and the mixture was extracted with dichloromethane (30 mL), concentrated and purified by Prep-TLC (petroleum ether : ethyl acetate =15:1 to 10:1) to give the title compound (30 mg, yield 9.26%). H NMR (400 MHz, CDCI3): 8.58 (d, J=8Hz, 2H), 7.17 (t, J=4Hz, IH), 6.95 (d, J=8Hz, 2H), 6.81 (d, J=8Hz, 2H), 5.24 (s, IH), 3.53 (br, IH), 3.05-2.97 (m, IH), 2.86-2.79 (m, IH), 2.46-2.35 (m,2H), 2.23- 2.1 1 (m, IH), 1.96-1.86 (m,lH). LC-MS: m/z (M+H)+ 325.1.

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; ABBOTT LABORATORIES; ABBOTT LABORATORIES TRADING (SHANGHAI) COMPANY, LTD; BAYBURT, Erol, K.; CLAPHAM, Bruce; COX, Phil, B.; DAANEN, Jerome, F.; GOMTSYAN, Arthur; KORT, Michael, E.; KYM, Philip, R.; VOIGHT, Eric, A.; WO2012/19315; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 153435-63-3 ,Some common heterocyclic compound, 153435-63-3, 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.

i) A solution of 3-(tributylstannyl)pyridine (0.449 g, 1.22 mmcl) and methyl 5-bromofuran-2-carboxylate (0.250 g, 1.22 mmol) in DMF (13 mL) was degassed with Ar. CsF (0.556 g, 3.66 mmol), CuCI (0.016 g,0.159 mmcl) and tetrakis(triphenylphosphine)palladium (0.071 g, 0.061 mmol) were added and the RM was heated at 110 C by microwave irradiation for 1 h. The RM was diluted with water (50 mL) and extracted with EtOAc (2x 50 mL). The combined organic layer was washed with brine (2x 50 mL), dried over Na2SO4 and concentrated in vacuo. FC (EtOAc/heptane 1:19 -> 4:6) afforded INT-IOA (0.215 g, 1 .06 mmol, 87%) as a pale yellow solid. LCMS: calc. for [M-f-H]=204.06, found 204.2.

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; GRUeNENTHAL GMBH; NARDI, Antonio; RATCLIFFE, Paul; CRAAN, Tobias; HERTRAMPF, Thorsten; LESCH, Bernhard; KIME, Robert; STEINHAGEN, Henning; WO2015/161928; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 153435-63-3 ,Some common heterocyclic compound, 153435-63-3, 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.

Step 1: methyl 1-methyl-4-(pyrimidin-2-yl)-1H-pyrazole-3-carboxylate A mixture of methyl 4-bromo-1-methyl-1H-pyrazole-3-carboxylate (1.5 g, 6.84 mmol, 1.0 eq), 2-(tributylstannyl)pyrimidine (2.4 mL, 7.52 mmol, 1.1 eq), CsF (2.1 g, 13.67 mmol, 2.0 eq), Pd(PPh3)4 (0.79 g, 0.68 mmol, 0.1 eq) and CuI (0.13 g, 0.68 mmol, 0.1 eq) in DMF (120 mL) was degassed for 10 min and then heated overnight at oil bath at 110C. The completion of the reaction was monitored by analytical HPLC. When complete, the mixture was cooled and concentrated. The crude was dissolved with EtOAc and washed with Sat’d NaHCO3 and brine. The solvent was removed to obtain the crude, which was purified by silica gel to obtain the desired product. ESI-MS (m/z): 218.99 [M+1]+.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 153435-63-3, 2-(Tributylstannyl)pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; EOLAS THERAPEUTICS, INC.; KAMENECKA, Theodore, M.; HOLENZ, Joerg; WESOLOWSKI, Steven; HE, Yuanjun; BUeRLI, Roland; (201 pag.)WO2017/139603; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.153435-63-3, name is 2-(Tributylstannyl)pyrimidine, molecular formula is C16H30N2Sn, molecular weight is 369.1328, as common compound, the synthetic route is as follows.Formula: C16H30N2Sn

A mixture of compound from step 20d (500 mg, 1.033 mmol), 2-(tri-n-butylstannyl)pyrimidine (395 mg,1.03 mmol), CsF (313 mg, 2.06 mmol) and Pd(PPh3)4 (115.5 mg,0.10 mmol), Cul (38 mg, 0.20 mmol) in DMF (7 mL) was stirred for 48 hours at 40 C. After being cooled to rt, it was concentrated and the residue was partitioned (EtOAc/brine). The organic was dried (Na2SO4), filtered and concentrated. The residue was chromatographed (silica, ethyl acetate/petroleum ether) to give the desired compound as a yellow solid (300 mg, 60%). ESIMS m/z = 486.25, 488.25 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,153435-63-3, 2-(Tributylstannyl)pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; ENANTA PHARMACEUTICALS, INC.; QIU, Yao-Ling; CAO, Hui; LI, Wei; PENG, Xiaowen; JIN, Meizhong; KASS, Jorden; GAO, Xuri; OR, Yat, Sun; (99 pag.)WO2017/11552; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 153435-63-3, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.153435-63-3, name is 2-(Tributylstannyl)pyrimidine, molecular formula is C16H30N2Sn, molecular weight is 369.1328, as common compound, the synthetic route is as follows.

3-(6,7-Dimethoxy-quinolin-4-yloxy)-quinolin-2-ol (50 mg), diphosphorus pentaoxide (51 mg), and tetrabutylammonium bromide (69 mg) were suspended in 1,2-dichlorobenzene (1 ml), and the suspension was stirred at 140C for 1.5 hr. The reaction mixture was cooled to room temperature, and a 10% aqueous sodium hydrogencarbonate solution was added thereto. The mixture was extracted with chloroform, and the chloroform layer was washed with water and saturated brine and was dried over anhydrous magnesium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was purified by thin layer chromatography with a chloroform-methanol system to give 4-(2-bromo-quinolin-3-yloxy)-6,7-dimethoxy-quinoline (5 mg, yield 8%). 4-(2-Bromo-quinolin-3-yloxy)-6,7-dimethoxy-quinoline (50 mg), tetrakistriphenylphosphine palladium (0) (28 mg), and copper(II) oxide (19 mg) were suspended in N,N-dimethylformamide (1.5 ml). 2-Tributylstannylpyrimidine (90 mg) was added to the suspension, and the mixture was stirred at 100C overnight. The reaction mixture was cooled to room temperature and was then filtered. The solvent was removed from the filtrate by distillation under the reduced pressure. Water was added thereto, and the mixture was extracted with dichloromethane. The dichloromethane layer was washed with water and saturated brine and was dried over anhydrous magnesium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was purified by column chromatography with a chloroform-methanol system to give the title compound (28 mg, yield 56%). 1H-NMP, (CDCl3, 400 MHz): delta 4.05 (s, 6H), 6.44 (d, J = 5.2 Hz, 1H), 7.43 – 7.78 (m, 8H), 7.88 (s, 1H), 8.11 (d, J = 8.4 Hz, 1H), 8.52 (d, J = 5.2 Hz, 1H) Mass spectrometric value (ESI-MS, m/z): 411 (M++1)

Statistics shows that 153435-63-3 is playing an increasingly important role. we look forward to future research findings about 2-(Tributylstannyl)pyrimidine.

Reference:
Patent; KIRIN BEER KABUSHIKI KAISHA; EP1724268; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. Formula: C16H30N2Sn

A mixture containing 4tau(4-bromo-phenyl)-piperidine-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 0C 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.

With the rapid development of chemical substances, we look forward to future research findings about 153435-63-3.

Reference:
Patent; SCHERING CORPORATION; WO2007/97937; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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, Safety of 2-(Tributylstannyl)pyrimidine, blongs to pyrimidines compound. Safety of 2-(Tributylstannyl)pyrimidine

EXAMPLE 889-Amino-2-cyclobutyl-5-pyrimidin-2-yl-2,3-dihydropyrrolo[3,4-b]quinolin-1-one9-amino-5-bromo-2-cyclobutyl-2,3-dihydro-1H-pyrrolo[3,4-b]quinolin-1-one (306 mg, 0.92 mmol), CombiPhos-Pd6 (46.1 mg, 0.09 mmol), 2-(tributylstannyl)-pyrimidine (680 mg, 1.84 mmol) and N,N-dicyclohexylmethylamine (252 mg, 1.29 mmol) in DMF (5 mL) were heated at 100 C. for 48 hours. Then, the reaction mixture was cooled to room temperature, diluted with methylene chloride (100 ml), washed with water, dried through magnesium sulfate and evaporated to dry. The crude product was purified by column chromatography three times eluted with 20-100% ethyl acetate in hexane, 0-100% CAN in chloroform and 0-5% methanol in methylene chloride to afford the title compound as a yellow solid (26 mg, 8.5%). 1H NMR (500 MHz, CHLOROFORM-d) delta ppm 8.93 (d, J=4.9 Hz, 2 H) 7.96 (t, J=7.2 Hz, 2 H) 7.56 (dd, J=8.2, 7.3 Hz, 1 H) 7.33 (t, J=5.0 Hz, 1 H) 6.41 (br. s., 2 H) 4.90 (quintet, J=8.7 Hz, 1 H) 4.46 (s, 2 H) 2.19-2.30 (m, 4 H) 1.71-1.83 (m, 2 H). MS APCI, m/z=332.3 (M+H). HPLC 1.63 min.

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

Reference:
Patent; ASTRAZENECA AB; US2008/318943; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. SDS of cas: 153435-63-3

General procedure 8Intermediates 46-50 (1 eq) was dissolved dry DMF (20ml/mmol), then CsF (2 eq), CuI (0.2 eq), [Ph3P]4Pd (0.1 eq) and the corresponding Ar2-tributylstannane (1.5 eq; prepared according to Eur. J. Org. Chem. 2003, 171 1 -1721 ) were added. The mixture was warmed at 130 C for 10 minutes (microwave), then poured in aqueous saturated solution of NH4CI and extracted with AcOEt . The organic layers were combined, dried (Na2SO4) and concentrated under vacuum; crude product was purified by silica gel column chromatography (DCM to DCM/MeOH 9/1 ). The enantiomeric purity was calculated as enantiomeric eccess (ee%) by chiral HPLC methods.According to general procedure 8 the following compounds were prepared:

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; WO2011/6960; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 153435-63-3, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 153435-63-3, name is 2-(Tributylstannyl)pyrimidine. A new synthetic method of this compound is introduced below.

Intermediate 50: 3-Fluoro-2-(pyrimidin-2-yl)benzoic acid.Step A: 3-Fluoro-2-(pyrimidin-2-yl)benzonitrile. 2-lodo-3- fluorobenzonitrile (2.5 g, 10.3 mmol) and 2-tributylstannane pyrimidine (3.7g, 10.0 mmol) were combined and dissolved in degassed DME (18 ml) then purged with bubbling N2 for 5 minutes. The reaction was treated withPd(PPh3)4 (577 mg, 0.5 mmol) and then purged with bubbling for 5 minutes in a sealed vessel and then heated in microwave at 160 C for 90 min. The reaction was cooled and filtered through celite and concentrated to minimum volume and the ppt the formed was diluted with hexanes (40 ml) and cooled to 0 C then filtered. The solid purified (FCC) (20-100% EA / hex) to give 3-fluoro- 2-(pyrimidin-2-yl)benzonitrile. 1 H NMR (400 MHz, CDCI3): 8.93 (d, J = 4.9 Hz, 2H), 8.14 (dd, J = 9.6, 2.7 Hz, 1 H), 7.86 (dd, J = 8.6, 5.3 Hz, 1 H), 7.36 (t, J = 4.9 Hz, 1 H), 7.32 – 7.24 (m, 1 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,153435-63-3, 2-(Tributylstannyl)pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; LETAVIC, Michael; RUDOLPH, Dale, A.; SAVALL, Brad, M.; SHIREMAN, Brock, T.; SWANSON, Devin; WO2012/145581; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 153435-63-3, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 153435-63-3, name is 2-(Tributylstannyl)pyrimidine. A new synthetic method of this compound is introduced below.

A solution of the product from step 1 (1.74 g, 7.87 mmol), 2-20 (tributylstannyl)pyrimidine ( 4.36 g, 11.81 mmol), CsF ( 4.78 g, 31.5 mmol), and copper() iodide(0.450 g, 2.36 mmol) in DMF (16 mL) in a pressure vessel was sparged with nitrogen andtreated with Pd(PPh3)4 (0.455 g, 0.394 mmol). The mixture was sealed and heated at 120 ocovernight. The cooled reaction mixture was partitioned between EtOAc and water and filteredthrough celite. The organic layer was washed with saturated aqueous sodium bicarbonate and25 brine, dried over MgS04, filtered, and concentrated in vacuo. The residue was purified by silicagel chromatography (0-30% EtOAc in hexanes), to provide the title compound as a yellow solid.LRMS m/z (M+H) 221.2 found, 221.1 required.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,153435-63-3, 2-(Tributylstannyl)pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; BESHORE, Douglas C.; KUDUK, Scott D.; LIVERTON, Nigel; LUO, Yunfu; MENG, Na; YU, Tingting; WO2015/18029; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia