Category: 7752-78-5

Related Products of 7752-78-5, 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. 7752-78-5, name is 5-Bromo-2-methylpyrimidine. A new synthetic method of this compound is introduced below.

A solution of 5-bromo-2-iodopyrimidine (5.00 g, 17.6 mmol) in 25 mL of THF was cooled to 00C under nitrogen. Dimethyl zinc (2.0 M in toluene, 13.2 mL, 26.3 mmol) and palladium tetrakis (5 molpercent) were added. After 5 hours, aqueous ammonium chloride (5 mL) was added, and the reaction mixture was warmed to room temperature. The mixture was diluted with ethyl acetate (30 mL) and washed with aqueous sodium bicarbonate (2 x 30 mL) and brine (30 mL). The combined organic extracts were dried, filtered and concentrated in vacuo to provide 5- bromo-2-methylpyridine that gave a proton NMR spectra consistent with theory and a mass ion (ES+) of 173.1 for M+H* (79Br). To a solution of the above compound (3.40 g, 19.6 mmol) in 100 mL of CCl4 (25 mL) was added N-bromosuccinimide (6.98 g, 39.2 mmol) and 2,2′-azobisisobutyronitrile (2.30 g, 14.0 mmol). The reaction was heated to 1000C for 24 hours, then cooled to room temperature and washed with aqueous sodium bicarbonate and brine. The organic layer was dried over sodium sulfate, filtered, and concentrated. The crude material was subjected to chromatography on silica gel eluting with 0-5percent EtOAc in hexanes to yield the title compound as a pale yellow needles which gave a proton nuMR spectrum consistent with theory and a mass ion (ES+) of 252.8 for M+H+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,7752-78-5, 5-Bromo-2-methylpyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; MERCK & CO., INC.; WO2009/134668; (2009); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 7752-78-5 ,Some common heterocyclic compound, 7752-78-5, molecular formula is C5H5BrN2, 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.

5-Bromo-1-(2-methylpyrimidin-5-yl)-1H-indole (13A) 5-Bromo-2-methylpyrimidine (0.971 g, 5.61 mmol) was added to a solution of 5-bromo-1H-indole (1 g, 5.1 mmol) and copper(I) bromide (0.073 g, 0.51 mmol) in DMF (10 mL) followed by potassium carbonate (1.762 g, 12.75 mmol), and the resulting mixture was stirred at 100° C. for 10 min. NaOH (0.153 g, 3.83 mmol) and copper(II) acetate (0.009 g, 0.051 mmol) were added at 110° C., and the reaction mixture was stirred for 16 h. Insoluble solids were filtered, and the filtrate was concentrated. The residue was partitioned between ethyl acetate and water. Separated organic layer was dried over sodium sulphate and filtered. The filtrate was concentrated in vacuo and purified by flash chromatography using 10percent ethyl acetate in hexane to afford the title compound (0.25 g, 16percent) as an off-white solid. 1H NMR (300 MHz, CDCl3): delta 8.81 (s, 2H), 7.83 (d, J=1.5 Hz, 1H), 7.36 (dd, J1=1.8 Hz, J2=8.7 Hz, 1H), 7.33-7.26 (m, 2H), 6.71 (d, J=3.3 Hz, 1H), 2.82 (s, 3H). ESI-MS m/z=288 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,7752-78-5, its application will become more common.

Reference:
Patent; GlaxoSmithKline LLC; CHEUNG, Mui; TANGIRALA, Raghuram S.; US2014/148437; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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 7752-78-5, name is 5-Bromo-2-methylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 7752-78-5

c) 1-Isopropyl-3,3-dimethyl-6-(2-methylpyrimidin-5-yl)indolin-2-one Through a suspension of 1 -isopropyl-3 ,3 -dimethyl-6-(4,4,5 ,5 -tetramethyl- 1,3 ,2-dioxaborolan-2-yl)indolin-2-one (220 mg, 668 imol), 5-bromo-2-methylpyrimidine (139 mg, 802 imol) and 2Maqueous Na2CO3 solution (668 tl, 1.34 mmol) in dioxane (3.0 ml) was bubbled argon for 5 minutes. [1,1 ?-Bis(diphenylphosphino)ferroceneldichloropalladium(II), complex with dichloromethane (1:1) (27.3 mg, 33.4 imol) was added and argon was bubbled through again for 5 minutes. The reaction mixture was heated to 110 °C for 20 hous. The solvent was evaporated and the residue was purified by silica gel chromatography using EtOAc/ heptane as eluentfollowed by amino silica gel chromatography using EtOAc/ heptane as eluent. The titlecompound was obtained as off-white solid (115 mg).MS ESI (m/z): 296.3 [(M+H)j.1H NMR (CDC13, 300 MHz): oe = 8.83 (s, 2H), 7.32 (d, J=7.7 Hz, 1H), 7.23 – 7.15 (m, 1H), 7.12(d, J=1.4 Hz, 1H), 4.69 (spt, J=7.1 Hz, 1H), 2.81 (s, 3H), 1.52 (d, J=7.1 Hz, 6H), 1.39 (s, 6H).

With the rapid development of chemical substances, we look forward to future research findings about 7752-78-5.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BRUNNER, Daniela; HILPERT, Hans; KOLCZEWSKI, Sabine; LIMBERG, Anja; MALBERG, Jessica; PRINSSEN, Eric; RIEMER, Claus; SHANKAR, Bavani G.; STOLL, Theodor; WO2014/202493; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 7752-78-5, 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.7752-78-5, name is 5-Bromo-2-methylpyrimidine, molecular formula is C5H5BrN2, molecular weight is 173.01, as common compound, the synthetic route is as follows.

To a solution of 5- bromo-2 -methyl-pyrimidine (700 mg, 4.05 mmol) and tetrahydropyran-4-amine (818 mg, 8.09 mmol) in toluene (12 ml) was added BINAP (504 mg, 0.81 mmol), Pd(OAc)2 (91 mg, 0.40 mmol) and Cs2C03 (2.64 g, 8.09 mmol). The mixture was stirred under N2 at 100 °C for 3 h. (1528) The mixture was poured into ethyl acetate (100 ml) and washed with 10: 1 H20 / methanol (4 x 100 ml). The EtOAc phase was concentrated in vacuo. The residue was purified by FCC (33 – 100 percent EtOAc in petroleum ether) to give the title compound as a white solid (Y = 45 percent). H NMR (400 MHz, chloroform-J) d ppm 8.07 (s, 2H), 4.05 – 3.95 (m, 2H), 3.57 – 3.48 (m, 3H), 2.61 (s, 3H), 2.06 – 2.00 (m, 2H), 1.55 – 1.44 (m, 2H).

The chemical industry reduces the impact on the environment during synthesis 7752-78-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; NODTHERA LIMITED; HARRISON, David; WATT, Alan Paul; BOCK, Mark G.; (334 pag.)WO2019/121691; (2019); 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.7752-78-5, name is 5-Bromo-2-methylpyrimidine, molecular formula is C5H5BrN2, molecular weight is 173.01, as common compound, the synthetic route is as follows.Computed Properties of C5H5BrN2

Preparation 14: 2-methyl-5-[1-(phenylmethyl)-2,5-dihydro-1W-pyrrol-3-yl]pyrimidine (P14)The title compound can be prepared through a coupling palladium mediated reaction, e.g. starting from 5-bromo-2-methylpyrimidine and 1-(phenylmethyl)-3-(4,4,5,5-tetramethyl- 1 ,3,2-dioxaborolan-2-yl)-2,5-dihydro-1H-pyrrole. For example, to a solution of 5-bromo-2- methylpyrimidine (1.3 eq.) in THF, 1-(phenylmethyl)-3-(4,4,5,5-tetramethyl-1 ,3,2- dioxaborolan-2-yl)-2,5-dihydro-1H-pyrrole (1 eq.), tetrakis(triphenylphosphine)palladium(0) (5percent mol) and cesium fluoride (4 eq.) may be added at room temperature. The resulting mixture should be stirred at 80 0C for 1.5 hours. After cooling the solvent should be evaporated under reduced pressure and the residue partitioned between dichloromethane and sodium hydroxyde (1 M). The organic phase should be evaporated under reduced pressure and the crude product purified by flash chromatography to give the title compound.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,7752-78-5, 5-Bromo-2-methylpyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; GLAXO GROUP LIMITED; WO2007/22933; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 7752-78-5, Adding some certain compound to certain chemical reactions, such as: 7752-78-5, name is 5-Bromo-2-methylpyrimidine,molecular formula is C5H5BrN2, 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 7752-78-5.

To the above mixture, 5-bromo-2-methylpyrimidine (75.7 mg, 0.44 mmol) was added followed by water (1 mL) and K2C03 (110.4 mg, 0.80 mmol), and the mixture was degassed under N2 three times. Pd(PPh3)4 (46.2 mg, 0.04 mmol) was added, and the resulting mixture was stirred at 95 °C under N2 atmosphere for 16 hours. The reaction mixture was concentrated to dryness and diluted with EtOAc, washed with water and brine, dried over Na2SO4 and concentrated to dryness. The residue was purified by column chromatography on silica gel (PE: EtOAc= 2: 1) to give compound 44S-13 (110 mg, 62.9percent yield) as a white solid. LC/MS (ESI) m/z: 437 (M+H)t

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. 7752-78-5, 5-Bromo-2-methylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; CHEN, Dawei; GADHACHANDA, Venkat, Rao; BARRISH, Joel, Charles; AGARWAL, Atul; EASTMAN, Kyle, J.; (0 pag.)WO2018/160892; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 7752-78-5, 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 7752-78-5, name is 5-Bromo-2-methylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

This compound was synthezised according to J. Am. Chem. Soc, 2011, 133, 6948-6951. To a solution of 5-bromo-2-methylpyrimidine (5.78 mmol) and 4-isoxazoleboronic acid pinacol ester (6.07 mmol) in DMSO (40 ml_) was added a solution of potassium fluoride (17.30 mmol) in water (17 ml_). The mixture was flushed with argon, Pd(dppf)CI2.DCM (0.58 mmol) was added and the mixture was heated for 48h at 130¡ãC. It was filtered over a pad of Celite and washed with EtOAc. The filtrate was partitioned between water and EtOAc and the aqueous phase was extracted twice with EtOAc. The combined organic phases were dried over MgS04 and concentrated in vacuo. The crude was purified by CC using DCM/MeOH from 1/0 to 95/5 to give the title compound as brown oil. LC-MS (A): tR = 0.43 min; [M+ H]+: 134.10

According to the analysis of related databases, 7752-78-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; HILPERT, Kurt; HUBLER, Francis; RENNEBERG, Dorte; STAMM, Simon; WO2014/97140; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 7752-78-5, 5-Bromo-2-methylpyrimidine, 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, 7752-78-5, blongs to pyrimidines compound. SDS of cas: 7752-78-5

A stirred solution of 5-bromo-2-methylpyrimidine(A18, 0.5 g 2.8 mmol), ethyl 6-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)imidazo[l,2-a]pyridine-2- carboxylate(1-26, 1.55 g, 4.9 mmol) and sodium carbonate(0.612 g, 5.7 mmol) in dioxane : water(4:1) 15 mL was degassed with argon for 20 minutes. Then[I,G- Bis(diphenylphosphino)ferrocene]palladium(II) dichloride(0.126 g, 0.17 mmol) was added. The reaction mixture was heated at 90C for 16 h. After completion, reaction mixture quenched with water and extracted with 20% MeOH in DCM(3 times). The organic layer was separated, dried over anhydrous sodium sulphate and concentrated under reduced pressure to obtain the crude. This crude purified by combiflash using 3% MeOH in DCM as eluent. The desired fractions were concentrated under reduced pressure to offered ethyl 6-(2-methylpyrimidin-5-yl)imidazo[l,2-a]pyridine-2-carboxylate 1-28 as dark solid. Yield: 0.64 g(78%) LC-MS(ES) m/z = 283.3[M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,7752-78-5, its application will become more common.

Reference:
Patent; JUBILANT BIOSYS LIMITED; VADIVELU, Saravanan; RAJAGOPAL, Sridharan; BURRI, Raghunadha Reddy; GARAPATY, Shivani; SIVANANDHAN, Dhanalakshmi; THAKUR, Manish Kumar; NATARAJAN, Tamizharasan; SWAMY, Indu N; NAGARAJU, Nagendra; KANAGARAJ, Subramaniam; MOHD, Zainuddin; SARKAR, Sayantani; SAMANTA, Swapan Kumar; ., Hariprakash; (284 pag.)WO2019/102494; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 7752-78-5, 5-Bromo-2-methylpyrimidine, 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 5-Bromo-2-methylpyrimidine, blongs to pyrimidines compound. Safety of 5-Bromo-2-methylpyrimidine

Into a 1 0-L 4-neck round-bottom flask purged and maintained with an inert atmosphere of nitrogen was placed a solution of 5-bromo-2-iodopyrimidine (590 g, 2.07 mol) in THE (3 L). This was followed by dropwise addition of 1 M solution of dimethyl zinc (3.11 L, 3.11 mol) with stirring at 0¡ãC. To this was added Pd(PPh3)4 (120 g, 104 mmol). The resulting solution was stirred for 3 h at 0¡ãC, then quenched by the addition of 600 mL of aqueous NH4C1. The resultingsolution was extracted with 2 x 1.5 L of ethyl acetate. The organic extracts were combined, dried over anhydrous magnesium sulfate and concentrated under vacuum. The residue was applied onto a silica gel colunm and eluted with ethyl acetate/petroleum ether (1:50) to provide 5-bromo-2-methylpyrimidine. Into a 1 0-L 4-neck round-bottom flask purged and maintained with an inert atmosphereof nitrogen was placed a solution of 5-bromo-2-methylpyrimidine (184 g, 1.06 mol) and B(iPrO) 3 (240 g, 1.28 mol) in THE/toluene (3/3 L). This was followed by the dropwise addition of a 2.5 M solution of n-BuLi (510 mL, 1.28 mol) with stirring at -78¡ãC. The resulting solution was stirred for 1 hat -78¡ãC, then quenched by the addition of 200 nit of aqueous NH4CI. The organic phase was dried and concentrated under vacuum. The aqueous phase was adjusted to pH4 with AcOH. The solid was collected by filtration and dried in an oven under reduced pressure providing (2-methylpyrimidin-5 -yl)boronic acid.

The synthetic route of 7752-78-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ACHAB, Abdelghani Abe; ALTMAN, Michael D.; DENG, Yongqi; GUZI, Timothy; KATTAR, Solomon; KATZ, Jason D.; METHOT, Joey L.; ZHOU, Hua; MCGOWAN, Meredeth; CHRISTOPHER, Matthew P.; GARCIA, Yudith; ANTHONY, Neville John; FRADERA LLINAS, Francesc Xavier; MU, Changwei; ZHANG, Sixing; ZHANG, Rong; FONG, Kin Chiu; LENG, Xiansheng; WO2014/75392; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 7752-78-5 ,Some common heterocyclic compound, 7752-78-5, molecular formula is C5H5BrN2, 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.

Into a 10-L 4-neck round-bottom flask purged and maintained with an inert atmosphere of nitrogen was placed a solution of 5-bromo-2-methylpyrimidine (184 g, 1.06 mol) and B (i-PrO)3(240 g, 1.28 mol) in THF/toluene (3/3 L) . This was followed by the dropwise addition of a 2.5 M solution of n-BuLi (510 mL, 1.28 mol) with stirring at -78 . The resulting solution was stirred for 1 h at -78 , then quenched by the addition of 200 mL of aqueous NH4Cl. The organic phase was dried and concentrated under vacuum. The aqueous phase was adjusted to pH 4 with AcOH. The solid was collected by filtration and dried in an oven under reduced pressure providing (2-methylpyrimidin-5-yl) boronic acid.

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. 7752-78-5, 5-Bromo-2-methylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ACHAB, Abdelghani Abe; CHRISTOPHER, Matthew P.; FRADERA LLINAS, Francesc Xavier; KATZ, Jason D.; METHOT, Joey L.; ZHOU, Hua; XU, Shimin; FU, Jianmin; FU, Ning; LI, Yabin; WANG, Xichao; (228 pag.)WO2017/166104; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia