Category: 78686-79-0

Electric Literature of 78686-79-0 ,Some common heterocyclic compound, 78686-79-0, molecular formula is C7H5BrClNO2, 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.

Compound WX069-1 (7.00 g, 27.95 nmol) wasdissolved in dimethyl sulfoxide solution (50.00 mE) at roomtemperature, followed by the addition of cesium fluoride(8.00 g, 52.67 mmol) at room temperature. The reactionmixture was heated to 550 C. and stirred for 14 hours. Afterthe reaction, the mixture was cooled to room temperature,quenched with saturated brine (10 mE), diluted with water(50 mE) and extracted with ethyl acetate (20 mLx3). Thecolunm c1omatography (eluent: petroleum ether/ethylorganic phases were separated, washed with water (50mEx2) and dried over anhydrous sodium sulfate, followedby filtration. The filtrate was concentrated under reducedpressure. The obtained residue was isolated by silica gelacetate1 00/1 – 100/15, volume ratio) to obtain the targetproduct WX069-2. ?H NMR (400 MHz, CDC13) oe: 8.64-8.31 (m, 2H), 3.98 (s, 3H).

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. 78686-79-0, Methyl 5-bromo-2-chloronicotinate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SHIJIAZHUANG SAGACITY NEW DRUG DEVELOPMENT CO., LTD.; LUO, Yunfu; YANG, Chundao; LEI, Maoyi; LIU, LING; HU, Guoping; LI, Jian; CHEN, Shuhui; US2019/177318; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 78686-79-0, name is Methyl 5-bromo-2-chloronicotinate. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: Methyl 5-bromo-2-chloronicotinate

Compound WX069-1 (7.00 g, 27.95 nmol) wasdissolved in dimethyl sulfoxide solution (50.00 mE) at roomtemperature, followed by the addition of cesium fluoride(8.00 g, 52.67 mmol) at room temperature. The reactionmixture was heated to 550 C. and stirred for 14 hours. Afterthe reaction, the mixture was cooled to room temperature,quenched with saturated brine (10 mE), diluted with water(50 mE) and extracted with ethyl acetate (20 mLx3). Thecolunm c1omatography (eluent: petroleum ether/ethylorganic phases were separated, washed with water (50mEx2) and dried over anhydrous sodium sulfate, followedby filtration. The filtrate was concentrated under reducedpressure. The obtained residue was isolated by silica gelacetate1 00/1 – 100/15, volume ratio) to obtain the targetproduct WX069-2. ?H NMR (400 MHz, CDC13) oe: 8.64-8.31 (m, 2H), 3.98 (s, 3H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 78686-79-0, Methyl 5-bromo-2-chloronicotinate.

Reference:
Patent; SHIJIAZHUANG SAGACITY NEW DRUG DEVELOPMENT CO., LTD.; LUO, Yunfu; YANG, Chundao; LEI, Maoyi; LIU, LING; HU, Guoping; LI, Jian; CHEN, Shuhui; US2019/177318; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 78686-79-0, Adding some certain compound to certain chemical reactions, such as: 78686-79-0, name is Methyl 5-bromo-2-chloronicotinate,molecular formula is C7H5BrClNO2, 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 78686-79-0.

INTERMEDIATE 31Methyl 2-chloro-5-methylnicotinate; To a solution of methyl 5-bromo-2-chloronicotinate (1.05g, 4.19mmol), K3PO4 (2.95g, 13.90mmol), methylboronic acid (0.32g, 5.26mmol) and tricyclohexylphosphine (0.11g, 0.39mmol) in toluene/water (16ml/0.8ml) under nitrogen atmosphere was added Pd(OAc)2 (0.04g, 0.18mmol). The mixture was heated at 1000C overnight under nitrogen atmosphere. The reaction mixture was then cooled to room temperature and concentrated in vacuum. Ethyl acetate was added to the residue and this organic layer was washed with water, brine, dried over MgSO4, filtered and the solvent evaporated under vacuum to yield the desired product as a yellow oil. Yield=87% LRMS: m/z 186 (M+1 )+ Retention time: 4.84min

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. 78686-79-0, Methyl 5-bromo-2-chloronicotinate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; LABORATORIOS ALMIRALL, S.A.; WO2008/77639; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 78686-79-0, 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. 78686-79-0, name is Methyl 5-bromo-2-chloronicotinate. A new synthetic method of this compound is introduced below.

Compounds are represented in generic form, with sub stituents as noted in compound descriptions elsewhere herein. A more specific example is set forth below. In one aspect, ethers of type 6.7 can be prepared beginning with the commercially available 5-bromo-2-chloronicotinic acid, which is converted to the corresponding ester by reaction with methanol in the presence of an acid such as hydrochloric acid to yield compound 6.2. Alkylation to provide compound 6.3 is accomplished by use of a Suzuki cross coupling reaction using potassium allyltrifluoroborate in the presence of [1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium(II). Reaction with 4-methoxybenzylamine affords compound 6.4. A cross-coupling reaction between compound 6.4 and benzyl alcohol in the presence of CuI, Cs2CO3, and a diamine ligand yields the aryl ether, compound 6.5. The p-methoxybenzyl protecting group is removed using cerium(IV) ammonium nitrate (CAN), followed by reduction of the carbonyl using lithium aluminum hydride. The amide, compound 6.7, is formed by reaction of the 3-(benzyloxy)-5,6,7,8-tetrahydro-1,6-naphthyridine, formed in the previous step, with benzoyl chloride.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,78686-79-0, its application will become more common.

Reference:
Patent; Conn, P. Jeffrey; Lindsley, Craig W.; Stauffer, Shaun R.; Manka, Jason; Jacobs, Jon; Zhou, Ya; Bartolome-Nebreda, Jose Manuel; Macdonald, Gregor James; Conde-Ceide, Susana; Dawson, Eric S.; US2012/178776; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 78686-79-0, Adding some certain compound to certain chemical reactions, such as: 78686-79-0, name is Methyl 5-bromo-2-chloronicotinate,molecular formula is C7H5BrClNO2, 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 78686-79-0.

To a mixture of NaBH4 (5.8 g, 152. 6 mmol, 4 eq) and anhydrous CaCl2 (16.9 g, 152. 6 mmol) in dry DCM (100 mL) at 0C, was added slowly methyl 5-bromo-2-chloronicotinate (9.5 g, 38.15 mmol). The resulting mixture was stirred at room temperature for 12h. Water was added to the reaction mixture at 0C. The organic layer was separated, dried over sodium sulfate, and concentrated in vacuo, to afford 6.8 g (crude) of (5-bromo-2-chloropyridin-3- yl)methanol, which was used in the next step without further purification. LCMS [M+H]+ 223.1.

According to the analysis of related databases, 78686-79-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ARAGON PHARMACEUTICALS, INC.; SMITH, Nicholas, D.; BONNEFOUS, Celine; JULIEN, Jackaline, D.; WO2011/103202; (2011); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 78686-79-0, name is Methyl 5-bromo-2-chloronicotinate. A new synthetic method of this compound is introduced below., Safety of Methyl 5-bromo-2-chloronicotinate

A suspension of zinc (5.0g) in 4N HCl (10mL) was stirred at 30C for 10min and then filtered. The residue was crushed to yield fine particles and then washed with water (5¡Á) and acetone (2¡Á). The activated zinc was then dried in vacuo for 24h. (0020) A solution of 3-chloro-2-flurobenzyl bromide (1.12g, 5mmol) in THF (3mL) was added dropwise to suspension of activated zinc (0.98g, 15mmol), 1,2-dibromoethane (0.034mL, 0.4mmol), trimethylchlorosilane (0.038mL, 0.3mmol) and THF (1.5mL) at 23C. The reaction was heated to 45C and maintained at this temperature for 1.5h. TLC indicated complete consumption of 3-chloro-2-flurobenzyl bromide (sm: Rf=0.4; 30% EtOAc-hexanes). (0021) A solution of (3-chloro-2-fluorobenzyl)zinc bromide in THF (7.98mL, 7.98mmol, 1.0M) was added dropwise over a 10min period to a stirring mixture of 5-bromo-2-chloronicotinate (2.0g, 7.98mmol), tetrakis(triphenylphosphine)palladium (0.923g, 0.798mmol), and THF (26.6mL) at 65C. The resulting mixture was stirred for 1h and then poured into 10% aq. NH4Cl and the layers were separated. The aqueous phase was extracted with EtOAc and the combined organics layers were dried (MgSO4), filtered and concentrated. The residue was purified by silica gel chromatography (10-100% EtOAc-hexanes gradient) to yield the title compound as a yellow oil. (1.8g, 71.8%): 1H NMR (400MHz, CDCl3) delta ppm 8.41 (d, J=2.38Hz, 1H), 7.97 (d, J=2.38Hz, 1H), 7.37-7.29 (m, 1H), 7.08-7.04 (m, 3H), 4.04 (s, 2H), 3.97-3.92 (m, 3H); ES+ MS: 315 (M+1).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 78686-79-0, Methyl 5-bromo-2-chloronicotinate.

Reference:
Article; Velthuisen, Emile J.; Johns, Brian A.; Temelkoff, David P.; Brown, Kevin W.; Danehower, Susan C.; European Journal of Medicinal Chemistry; vol. 117; (2016); p. 99 – 112;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 78686-79-0, name is Methyl 5-bromo-2-chloronicotinate, the common compound, a new synthetic route is introduced below. name: Methyl 5-bromo-2-chloronicotinate

12A: Methyl 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-2-chloronicotinate : A mixture of N-(6-chloroimidazo[1,2-b]pyridazin-2-yl)acetamide (300 mg, 1.424 mmol), 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi(1,3,2-dioxaborolane) (579 mg, 2.279 mmol), PdCl2(dppf)-CH2Cl2 adduct (116 mg, 0.142 mmol) and potassium acetate (419 mg, 4.27 mmol) in dioxane (8 mL) was heated to 100 C for 6 h. The reaction mixture was allowed to cool to rt. To the stirred crude mixture was added methyl 5-bromo-2-chloronicotinate (392 mg, 1.565 mmol) and PdCl2(dppf)-CH2Cl2 adduct (58.1 mg, 0.071 mmol) and the mixture was degassed by bubbling nitrogen though the mixture for 5 min. Potassium carbonate (393 mg, 2.85 mmol) was quickly added and the reaction mixture heated at 100 C for 4 h. An additional 1/2 equivalent of bromide, catalyst and base were added and heating to 100 C was continued for 2 h. The reaction mixture was partitioned between EtOAc (75 mL) and water (75 mL). The organic layer was washed with brine (50 mL), dried (Na2S04) and concentrated to a residue that was chomato graphed on a 40 gm ISCO silica gel cartridge, eluting with a 0-10%MeOH/DCM gradient. The pure fractions were concentrated to afford methyl 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-2-chloronicotinate (275 mg, 0.795 mmol, 55.9 % yield) as a yellow solid. 7968 MSESI m z 346.1/348.1 (M+H) NMR (500 MHz, DMSO-d6) delta 10.97 (s, 1H), 9.24 (d, J=2.2 Hz, 1H), 8.85 (d, J=2.5 Hz, 1H), 8.36 (s, 1H), 8.14 (d, J-8.8 Hz, 1H), 7.92 (d, J=9.4 Hz, 1H), 3.94 (s, 3H), 2.12 (s, 3H).

The synthetic route of 78686-79-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; MERTZMAN, Michael E.; DZIERBA, Carolyn Diane; GUERNON, Jason M.; HART, Amy C.; LUO, Guanglin; MACOR, John E.; PITTS, William J.; SHI, Jianliang; SPERGEL, Steven H.; (245 pag.)WO2019/89442; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem