Month: March 2022

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.884495-00-5, name is 4-Bromo-5-fluoro-2-methoxypyridine, molecular formula is C6H5BrFNO, molecular weight is 206.01, as common compound, the synthetic route is as follows.Safety of 4-Bromo-5-fluoro-2-methoxypyridine

INTERMEDIATE 28 5-Fluoro-4-(3-iodo-lH-pyrazol-l-yl)-2-methoxypyridine To a solution of 3-iodopyrazole (0.20 g, 1.031 mmol), in DMSO (5.20 mL) was added sodium hydride (60% in oil, 0.045 g, 1.134 mmol) and stirred for 0.5 h before 4- bromo-5-fluoro-2-methoxypyridine (0.212 g, 1.031 mmol) was added. The reaction mixture was stirred at 80 C for 4 h. This was quenched by the addition of water and extracted with EtOAc. The combined organic extracts were washed with water and brine, dried over MgS04 and concentrated in vacuo. The crude mixture was purified by flash chromatography (ISCO Combiflash, 12 g, 0-20 % EtOAc in hexanes) to give 5- fluoro-4-(3-iodo-lH-pyrazol-l-yl)-2-methoxypyridine, as a white solid. LCMS calc. = 319.96; found = 320.05 (M+H)+. NMR (500 MHz, CDC13): delta 8.13 (d, J= 2.8 Hz, 1 H); 7.97 (d, J = 1.7 Hz, 1 H); 7.37 (m, 1 H); 6.67 (d, J= 2.6 Hz, 1 H); 3.94 (t, J = 1.2 Hz, 3 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,884495-00-5, 4-Bromo-5-fluoro-2-methoxypyridine, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MOCHIDA PHARMACEUTICAL CO., LTD.; SMITH, Cameron, James; TAN, John, Qiang; ZHANG, Ting; BALKOVEC, James; GREENLEE, William, John; GUO, Liangqin; XU, Jiayi; CHEN, Yi-heng; CHEN, Yili; CHACKALAMANNIL, Samuel; HIRABAYASHI, Tomokazu; NAGASUE, Hiroshi; OGAWA, Kouki; WO2014/120346; (2014); A1;,
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. 1156542-30-1, name is 2-Bromo-5-fluoro-4-(trifluoromethyl)pyridine, the common compound, a new synthetic route is introduced below. Safety of 2-Bromo-5-fluoro-4-(trifluoromethyl)pyridine

To 12 ml of N,N-dimethylformamide were added 0.8 g of 2-bromo-5-fluoro-4- trifluoromethylpyridine, 1.41 g of zinc cyanide and 0.28 g of tetrakistriphenylphosphinepalladium, and the mixture was stirred at 950C for 14 hours. After allowing to cool, the reaction solution was poured into water, and the resultant solution was extracted with diethyl ether three times, washed with an aqueous saturated sodium chloride solution, dried with anhydrous magnesium sulfate, and concentrated. The residue was subjected to silica gel column chromatography to obtain 0.5 g of 5- fluoro-4-trifluoromethylpyridine-2-carbonitrile. 5-Fluoro-4-trifluoromethylpyridine-2-carbonitrile1H-NMR: 7.96 (d, IH), 8.79 (s, IH)

The synthetic route of 1156542-30-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; WO2009/66786; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 17570-98-8, 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. 17570-98-8, name is 2-(Bromoacetyl)pyridine hydrobromide, molecular formula is C7H7Br2NO, 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.

9(B) (S)-(3,4-Difluoro-phenyl)(3-(4-(pyridin-2-yl)-oxazol-2-yl)-piperidin-l- yl)-methanone; A solution of (S)-l-(3,4-difluoro-benzoyl)-piperidine-3-carboxylic acid amide (0.214 g, 0.8 mmol) and 2-(bromoacetyl)-pyridine hydrobromide (90 mg, 0.32 mmol) in dry N-methyl-2-pyrrolidinone (3 mL) was heated at 110C for 7 h. The reaction mixture was cooled to room temperature, ethyl acetate was added and the organic layer was washed sequentially with water (twice) and with brine (twice). The organics were dried over sodium sulphate and evaporated under reduced pressure to afford a crude oil that was purified by flash chromatography (silica gel, eluent gradient: from DCM/MeOH/NH4OH 99:1 :0.1 to DCM/MeOH/NH4OH 98:2:0.2). The solid that was recovered from this purification was purified again by flash chromatography (silica gel, eluent: DCM/MeOH/NH4OH 99:1 :0.1) to afford 8.5 mg of (S)-(3,4-difluoro- phenyl)(3-(4-(pyridin-2-yl)-oxazol-2-yl)-piperidin-l-yl)-methanone, obtained as a yellow gummy solid. Yield: 7%; LCMS (RT): 4.44 min (Method I); MS (ES+) gave m/z: 370.4 (MH+). EPO 1H-NMR (CDCl3, 328K), delta (ppm): 8.59 (ddd, IH) 8.17 (s, IH) 7.85 (ddd, IH) 7.73 (ddd, IH) 7.29-7.34 (m, IH) 7.16-7.25 (m, 3H) 4.29-4.39 (m, IH) 3.93-4.03 (m, IH) 3.53 (dd, IH) 3.27 (ddd, IH) 3.07-3.18 (m, IH) 1.83-2.06 (m, 2H) 1.68 (br. s., IH).

According to the analysis of related databases, 17570-98-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ADDEX PHARMA S.A.; WO2008/56259; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 98139-15-2, Adding some certain compound to certain chemical reactions, such as: 98139-15-2, name is 4-Aminopicolinonitrile,molecular formula is C6H5N3, 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 98139-15-2.

Step One & Two. N-(2-Cyanopyridin-4-yl)-6-hydroxy-2,4-dioxo- 1,2,3,4- tetrahydropyrimidine-5-carboxamide (H3)L_TO a solution of compound C2 (0.713 g, 4.40 mmol) in anhydrous DMSO (2 mL) was added compound HI (0.476 g, 4.00 mmol) at ambient temperature under nitrogen. The reaction mixture was then stirred for 1.5 h to provide a solution of compound H2 in DMSO which was used directly in the subsequent step.

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. 98139-15-2, 4-Aminopicolinonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; WARRELL, Raymond P.; PIWINSKI, John J.; WO2015/123003; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 79055-59-7, 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. 79055-59-7, name is 2-Bromo-6-methylpyridin-4-amine, molecular formula is C6H7BrN2, 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.

d 2-(3,4-Dihydro-naphthalen-2-yl)-6-methyl-pyridin-4-yl-amine 1:1 fumarate Following the general method described in example 19b, the title compound was obtained as a beige crystalline material by reaction of 2-bromo-6-methyl-pyridin-4-yl-amine with palladium tetrakis(triphenylphosphine), 3,4-dihydro-naphthalene-2-boronic acid (example 19a) and aqueous 2M K2CO3 and crystallization of the free base as the fumarate salt. Mp.>230 C. dec. (MeOH), MS: m/e=250 (M+).

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 79055-59-7, 2-Bromo-6-methylpyridin-4-amine.

Reference:
Patent; Alanine, Alexander; Buettelmann, Bernd; Heitz Neidhart, Marie-Paule; Pinard, Emmanuel; Wyler, Rene; US2003/144525; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 3430-21-5, name is 5-Bromo-3-methylpyridin-2-amine, molecular formula is C6H7BrN2, 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. Product Details of 3430-21-5

General procedure: A mixture of 30 (500mg, 2.67mmol), Zn(CN)2 (188mg, 1.60mmol), Pd2(dba)3 (122mg, 0.13mmol), and dppf (148mg, 0.27mmol) was added degassed DMF/ H2O (99:1, 3.1mL). The reaction mixture was heated using conventional heating at 120C for 24h. The resulting mixture was cooled to rt, and sat. aq. NH4Cl/ conc. NH3/H2O (4:1:4, 10mL) was added resulting in precipitation. The mixture was cooled to 0C and filtered. The precipitate was washed with sat. aq. NH4Cl/conc. NH3/H2O (4:1:4, 10mL) and H2O at 5C and dried under vacuum affording the product as dark orange solid (279mg, 78%).

With the rapid development of chemical substances, we look forward to future research findings about 3430-21-5.

Reference:
Article; Petersen, Jette G.; S°rensen, Troels; Damgaard, Maria; Nielsen, Birgitte; Jensen, Anders A.; Balle, Thomas; Bergmann, Rikke; Fr°lund, Bente; European Journal of Medicinal Chemistry; vol. 84; (2014); p. 404 – 416;,
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. 178876-83-0, name is Methyl 6-amino-3-bromopicolinate, the common compound, a new synthetic route is introduced below. category: pyridine-derivatives

To a solution of methyl 6-amino-3-bromopicolinate (1.00 g, 4.33 mmol, 1 eq) in ethanol (50 mL) was added sodium bicarbonate (618 mg, 7.36 mmol, 1.7 eq) and 1- chloropropan-2-one (2.47 g, 26.7 mmol, 6.2 eq). The reaction was stirred at 90 C for 12 hr. The reaction was cooled to 25 C and concentrated in vacuo. To the residue was added water (50 mL) and the aqueous phase was extracted with ethyl acetate (50 mL*3). The combined organic phases were washed with brine (50 mL*2), dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. The residue was purified by prep-TLC. Example 119A (400 mg, yield=34.3%) was obtained as a brown solid. ESI m/z 283.0 [M + 1] +.

The synthetic route of 178876-83-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CHRYSALIS, INC.; GWALTNEY, Stephen; (147 pag.)WO2017/214413; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.89026-78-8, name is 6-Chloro-N-methylpyridin-2-amine, molecular formula is C6H7ClN2, molecular weight is 142.59, as common compound, the synthetic route is as follows.COA of Formula: C6H7ClN2

To a stirred solution of 6-chloro-N-methylpyridin-2-amine (0.3 g, 2.10 mmol) in toluene:EtOH:water (1:1:1; 3 ml) was added Cs2CO3 (1.37 g, 4.21 mmol) and phenylboronic acid (0.385 g, 3.16 mmol) at rt. The reaction mixture was degassed for 30 mm before adding Pd(PPh3)4 (0.121 g, 0.105 mmol) at a The reaction mixture was heated at 120C for 16 h. The resulting mixture was cooled to rt, diluted with water (20 ml) and extracted with EtOAc (3 x 25 ml). The combined organic phase was washed with water (20 ml). The organic phase was separated, dried over Na2SO4, filtered and concentrated under reduced pressure. The resulting crude material was purified by flash chromatography (3-7% EtOAc in hexane) yielding N-methyl-6-phenylpyridin-2-amine (0.308 g, 1.67 mmol). LCMS:Method C, 1.48 mi MS: ES+ 185.14; ?H NMR (400 MHz, CDC13) (5ppm 7.97 – 8.02 (m, 2 H), 7.55 (t, J=8.0 Hz, 1 H), 7.44 – 7.52 (m, 2 H), 7.37 – 7.41 (m, 1 H), 7.06 (d, J=7.6 Hz, 1 H), 6.39 (d, J8.4 Hz, 1 H), 3.00 (s, 3 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,89026-78-8, 6-Chloro-N-methylpyridin-2-amine, and friends who are interested can also refer to it.

Reference:
Patent; MISSION THERAPEUTICS LIMITED; GIBSON, Karl Richard; JONES, Alison; KEMP, Mark Ian; MADIN, Andrew; STOCKLEY, Martin Lee; WHITLOCK, Gavin Alistair; WOODROW, Michael D.; (109 pag.)WO2017/141036; (2017); A1;,
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. 13466-35-8, name is 3-Chloro-2-hydroxypyridine, the common compound, a new synthetic route is introduced below. HPLC of Formula: C5H4ClNO

EXAMPLE 1 3-Chloro-5-octyl-2-(4-octyloxyphenyl)pyridine 10.5 ml (203.0 mmol) of bromine are added dropwise at 0° C. to 23.9 g (184.5 mmol) of 3-chloro-2-hydroxypyridine in 240 ml of dimethylformamide, and the mixture is stirred at room temperature for 2 hours. 200 ml of water are subsequently added, and 30 g of sodium sulfite in 100 ml of water are added dropwise. After 15 minutes, the mixture is extracted three times with 200 ml of dichloromethane in each case, the combined organic phases are dried over sodium sulfate and filtered, and the filtrate is evaporated to dryness, giving 36.58 g of 5-bromo-3-chloro-2-hydroxypyridine. STR13 m.p.: 168° C. (decomp.)

The synthetic route of 13466-35-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hoechst Aktiengesellschaft; US5629428; (1997); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 58539-65-4, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 58539-65-4 as follows.

A mixture of X-2 (13 g, 95.6 mmol, 1 eq) and 18.2 mL of N,Ndimethylformamide dimethyl acetal was heated at 50C for 2 hrs. During the second hour, all the volatiles was removed. The residue was cooled to rt., diluted with 100 mL of anhydrous N,Ndimethylformamide, and then treated carefully with batch wise portions of sodium hydride (5 g, 124.3 mmol, 1.3 eq, 60% oil dispersion; caution: vigorous evolution of hydrogen). The mixture was heated at 80C for 2.5 hrs, and then ice-cooled, treated cautiously with 25 mL of 2-propanol, and then maintained at 0-5C overnight. The solid were collected, and then dissolved in 10 mL of hot water. The solution was filtered, the filtrate was ice-cooled and then treated dropwise with concentrated hydrochloric acid to pH=-7.0. After storage at 0-5C for 3 hrs, the precipitated solids were collected, washed with ice-cold water, and dried in vacuum to give X-3 (3 g, 32% yield). ?H NMR (DMSO-d6, 300 MHz): oe 8.90 (s, 1H), 8.49 (d, J=7.6 Hz, 1H), 7.51-7.43 (m, 2H), 6.61 (d, J =7.6 Hz, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,58539-65-4, its application will become more common.

Reference:
Patent; INTERMUNE, INC.; RAMPHAL, Johnnie, Y.; BUCKMAN, Brad, Owen; EMAYAN, Kumaraswamy; NICHOLAS, John, Beamond; SEIWERT, Scott, D.; WO2015/153683; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem