Tag: M.W:100-200

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. 52605-96-6, name is 2-Chloro-3-methoxypyridine, molecular formula is C6H6ClNO, 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. category: pyridine-derivatives

(b). 2,3-dimethoxypyridine To a solution of 2-chloro-3-methoxy-pyridine (1 10 g) in DMSO (1 L) was added sodium methoxide (124 g). The reaction mixture was heated to 80C overnight. The reaction mixture was poured into 3 L water and extracted with ethyl acetate. The organic phase was washed with brine, dried over Na2S04, filtered and concentrated to give the crude product. Yield: 105 g ? NMR delta (ppm)(CH3OH-d): 7.70 (t, 1 H, J=1.2 and 5.2 Hz), 7.01 (t, 1 H, J=1.2 and 8.0 Hz), 6.81 (q, 1 H, J=5.2 and 7.8 Hz), 4.00 (s, 3H), 3.85 (s, 3H).

With the rapid development of chemical substances, we look forward to future research findings about 52605-96-6.

Reference:
Patent; MSD OSS B.V.; BLACKABY, Wesley, Peter; DE KORT, Martin; ENTHOVEN, Mark; HINCHLIFFE, Paul, Stuart; PAULIE, Chris; TIMMERS, Cornelis, Marius; VERKAIK, Saskia; WO2013/41458; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 17282-01-8, 3-Bromo-2-fluoro-5-picoline, 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, 17282-01-8, blongs to pyridine-derivatives compound. Recommanded Product: 3-Bromo-2-fluoro-5-picoline

Preparation 98: 5-(2-Fluoro-5-methylpyridin-3-yl)-2,4-dimethoxy-pyrimidine (Prep98); 2,4-Dimethoxy-pyrimidine-5-boronic acid (842 mg, 4.60 mmol) was dissolved in degassed n-PrOH (55 ml) and then 2-fluoro-3-bromo-5-methylpyridine (800 mg, 4.21 mmol), Na2CO3 (1.46 g, 13.77 mmol), PPh3 (348 mg, 1.33 mmol) and Pd(OAc)2 (101 mg, 0.45 mmol) were added. The suspension was stirred at reflux for 2 hours. After cooling, the solvent was evaporated under vacuum and the crude was partitioned between water and ethyl acetate. The organic phase was dried (Na2SO4) and evaporated. The residue was triturated with Et2O to give 350 mg of the title compound as a gray powder (31 % yield). MS (ES) (mlz): 250.2 [IvRH]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,17282-01-8, its application will become more common.

Reference:
Patent; Glaxo Group Limited; WO2007/113232; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 128071-79-4 ,Some common heterocyclic compound, 128071-79-4, molecular formula is C6H5BrFN, 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.

To a sealable reaction flask containing a solution of Intermediate 15E (9.90 g,33.7 mmol) in Dioxane (195 mL) was added 4-bromo-2-fiuoro-3-methvlpyridine (6.21 g, 32.7 mmoi), Water (65.0 mL) and Na2CO3 (13.86 g, 131 inmol). After the mixture was degassed with Argon for 10-15mm, Pd(Ph3P)4 (1.888 g, 1634 mmoi) was added, the flask was sealed and the mixture was heated to 100 C for 24 hours, then allowed to slowly cool to rt. Reaction was diluted with EtOAc and water, plus sonication to break up solids, then transferred to a sep funnel. The layers were separated and the aqueous layer was extracted once more with EtOAc. The organic layers were combined, washed with brine, dried over anhyd Na2SO4, filtered and concentrated in vacuo to afford a dark brown residue. Purified on silica gel colunm chromatography to give Intermediate 23A (7.23 g, 26.1 minol, 80% yield). LC-MS Anal. Calc?d for CI6H20FNO2 277.15, found [M+Hj 278.2, Tr = 104 mm (Method A).

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. 128071-79-4, 4-Bromo-2-fluoro-3-methylpyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; CHERNEY, Emily Charlotte; SHAN, Weifang; ZHANG, Liping; NARA, Susheel Jethanand; HUANG, Audris; BALOG, James Aaron; (129 pag.)WO2018/39512; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 28900-10-9, 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. 28900-10-9, name is 2-Chloro-6-methylnicotinonitrile, molecular formula is C7H5ClN2, 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.

To a solution of 2-chloro-3-cyano-6-methylpyridine (6.10 g) was added a 28% aqueous ammonia solution (70 mL)The reaction was carried out in an autoclave at 170 C for 7 hours. The reaction solution was cooled to room temperature,The ammonia was removed under reduced pressure Add potassium hydroxide (9.00 g) to the reaction mixture by removal of ammonia, and heated at 100 C under stirring for 3 hours. The reaction mixture was cooled to room temperature, 4N hydrochloric acid was added dropwise and the pH was adjusted to 4-5. The precipitated crystals were collected by filtration, further washed with water and air dried them. To obtain 2-amino-6-methyl nicotinic acid 5.04g (yield 82.9%). With the implementation of purity liquid chromatography analysis showed a high purity of 97.06%.

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 28900-10-9, 2-Chloro-6-methylnicotinonitrile.

Reference:
Patent; AGRO-KANESHO CO.,LTD; AIZAWA, RYO; ARAKI, KOICHI; (13 pag.)TW2016/509; (2016); A;,
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.1124-29-4, name is 5-Acetylpyridin-2(1H)-one, molecular formula is C7H7NO2, molecular weight is 137.14, as common compound, the synthetic route is as follows.Application In Synthesis of 5-Acetylpyridin-2(1H)-one

2- methoxy-5-acetyl pyridine (1.51 g, 10 mmol) was treated with 6N HCl at 100C for 5 hours. The reaction mixture was neutralized with sodium hydroxide to pH 7 and then extracted several times with DCM. Organic layer was dried over sodium sulfate, evaporated and the residue was crystallized from ethyl acetate to give 5-acetyl-2(lH)- pyridone as a white solid, 1.06 g (78%). This compound (685.7 mg, 5 mmol) was reacted with iodobenzene (0.84 ml, 7.5 mmol) in the presence of CuI (95 mg, 0.5 mmol) and K2CO3 (691 mg, 5 mmol) in DMF (5 ml) at 1350C overnight. The reaction mixture was diluted with 10% ammonia (15 ml) and extracted with ethyl acetate. The organic extract was washed with saturated sodium chloride, dried over magnesium sulfate and evaporated. Column chromatography (10% ethyl acetate-DCM) afforded 407 mg (38%) of the target compound as a white solid. The 1H NMR spectra was consistent with the structure of Compound 16.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1124-29-4, 5-Acetylpyridin-2(1H)-one, and friends who are interested can also refer to it.

Reference:
Patent; INTERMUNE, INC.; WO2006/122154; (2006); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 98139-15-2, 4-Aminopicolinonitrile, 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, COA of Formula: C6H5N3, blongs to pyridine-derivatives compound. COA of Formula: C6H5N3

Ethyl 4-chlorosulfonyl-3-fluoro-l-methyl-pyrrole-2-carboxylate (1500 mg, 5.56 mmol) was dissolved in dry pyridine (26.25 mL, 325.2 mmol). l-(trifluoromethyl)cyclopropan-l -amine (1392 mg, 11.1 mmol) was added and the mixture was stirred at 70C for 6 hours. The mixture was concentrated in vacuo. The obtained residue was purified by silica gel column (0877) chromatography using gradient elution from heptane to EtOAc (100:0 to 0: 100) yielding ethyl 3-fluoro- 1 -methyl-4-[[ 1 -(trifluoromethyl)cyclopropyl]sulfamoyl]pyrrole-2-carboxylate (1.21 g) as a beige powder. Ethyl 3-fluoro-l-methyl-4-[[l- (0878) (trifluoromethyl)cyclopropyl]sulfamoyl]pyrrole-2-carboxylate (0.15 g, 0.31 mmol) and (0879) 4-aminopyridine-2-carbonitrile (40.05 mg, 0.34 mmol) were dissolved in THF (3 mL) in a tube. The tube was flushed with nitrogen, capped with a septum and stirred at room temperature. To this was added lithium bis(trimethylsilyl)amide (0.76 mL, 1 M, 0.76 mmol) at once using a syringe. The obtained solution was stirred for 3 hours. Then ammonium chloride (aq. / sat. / 10 mL) was added and the layers where separated. Then it was extracted once using ethyl acetate (10 mL). The combined extracts were concentrated in vacuo and purified by silica gel column chromatography using gradient elution from heptane to EtOAc. (100:0 to 0:100). The obtained fractions were concentrated in vacuo and repurified by Prep HPLC on (RP SunFire Prep CI 8 OmicronBeta-10muetaiota,30chi150etaiotaetaiota). Mobile phase (0.25% NH4HCO3 solution in water, MeOH). The desired fractions were concentrated under reduced pressure and co-evaporated twice with methanol (2 X 20 mL) and dried in a vacuum oven at 55C for 18 hours resulting in compound 192 (51 mg) as a white powder. Method B: Rt: 0.90 min. m/z: 430.1 (M-H)” Exact mass: 431.1. 1H NMR (400 MHz, DMSO-d6) delta ppm 1.14 – 1.30 (m, 4 H), 3.75 – 3.89 (m, 3 H), 7.57 (d, J=4.6 Hz, 1 H), 7.90 (dd, J=5.6, 2.1 Hz, 1 H), 8.21 (d, J=2.0 Hz, 1 H), 8.63 (d, J=5.7 Hz, 1 H), 9.15 (br. s., 1 H), 10.67 (br. s., 1 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,98139-15-2, 4-Aminopicolinonitrile, and friends who are interested can also refer to it.

Reference:
Patent; JANSSEN SCIENCES IRELAND UC; VANDYCK, Koen; HACHE, Geerwin Yvonne Paul; LAST, Stefaan Julien; ROMBOUTS, Geert; VERSCHUEREN, Wim Gaston; RABOISSON, Pierre Jean-Marie Bernard; WO2015/118057; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 6515-09-9, 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. 6515-09-9, name is 2,3,6-Trichloropyridine, molecular formula is C5H2Cl3N, 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.

1000mL reaction flask,Added 2,3,6-trichloropyridine 200g,N,N-dimethylethanolamine 300g stirring at room temperature,Add 80% hydrazine hydrate solution 100gAfter the addition,Rising temperature reflux 110 ~ 115 C,After 10 hours of reaction,Sampling HPLC monitoring control raw material (trichloropyridine) Cool to 0 ~ 10 C,Precipitation of solids,filter;Solids are washed with a small amount of water,dry;The product 2-hydrazino-3,6-dichloropyridine ~190g,Yield ~ 97.1% (theory: 195.6g);

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 6515-09-9, 2,3,6-Trichloropyridine.

Reference:
Patent; Shanghai Yaben Chemical Co., Ltd.; Lin Zhigang; Jiang Yueheng; Cai Tong; (5 pag.)CN107778225; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 116308-35-1, Adding some certain compound to certain chemical reactions, such as: 116308-35-1, name is 2-(Trifluoromethyl)nicotinaldehyde,molecular formula is C7H4F3NO, 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 116308-35-1.

A solution of lithium hydroxide (0.8 mg, 0.03 mmol) and 2′-methoxyacetophenone (26 mg, 0.157 mmol) in absolute methanol (1.5 mL) was stirred at room temperature for 15 min. To the resulting mixture was added a solution of 2-(trifluoromethyl)-3-pyridinecarboxaldehyde (6a, 28 mg, 0.16 mmol) in absolute methanol (15 mL). The reaction was stirred overnight at room temperature (approx. 18 h). The reaction was then concentrated on a rotary evaporator and the resulting oily residue purified by chromatography on silica gel using a gradient of 0-100% ethyl acetate in hexane to provide the desired product (17 mg, 35%) as a light yellow waxy solid. 1H NMR (CDCl3): delta 8.71 (d, J = 4.9 Hz, 1H), 8.12 (d, J = 8.1 Hz, 1H), 7.93 (dd, J = 15.8 Hz, 2.0 Hz, 1H), 7.68 (dd, J = 7.6, 1.8 Hz, 1H), 7.56 (dd, J = 8.0, 4.6 Hz, 1H), 7.55 (d, J = 7.4 Hz, 1H), 7.54 (dt, J = 7.4, 1.9 Hz, 1H), 7.36 (d, J = 15,8 Hz, 1H), 7.09 (t, J = 7.6, 1H), 7.03 (d, J = 8.2 Hz, 1H), 3.93 (s, 3H). 13C NMR (CDCl3) delta 190.8, 157.3, 148.2, 147.1, 145.2, 136.5, 135.1, 134.4, 132.6, 131.6, 129.7, 129.6, 127.2, 125.5, 120.0, 110.6, 54.7. HRMS (FAB): calcd C16H12F3NO2 + H = 308.0898, found 308.0889.

According to the analysis of related databases, 116308-35-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Lounsbury, Nicole; Mateo, George; Jones, Brielle; Papaiahgari, Srinivas; Thimmulappa, Rajash K.; Teijaro, Christiana; Gordon, John; Korzekwa, Kenneth; Ye, Min; Allaway, Graham; Abou-Gharbia, Magid; Biswal, Shyam; Childers, Wayne; Bioorganic and Medicinal Chemistry; vol. 23; 17; (2015); p. 5352 – 5359;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 3678-62-4, 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 3678-62-4, name is 2-Chloro-4-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows.

(b); Into a 2L four-necked flask equipped with a stirrer, a thermometer, a condenser and a dropping funnel, 356 g of methanol was charged, and 237.6 g (4.4 mol) of sodium methoxide was charged with stirring while keeping the temperature at 50C or below. Then, while keeping the temperature in the system at from 60 to 70C, 375.3 g of crude 2-chloro-4-methylpyridine (70.7%, 2.2 mol) obtained in the above Step was dropwise added over a period of 3 hours. After completion of the dropwise addition, reflux with heating was carried out for 3 hours while distilling methanol off (the amount of methanol distilled off over 3 hours was 120 g). After completion of the reaction, methanol remaining in the system was distilled off under reduced pressure, and 750 g of water was charged, so that the inorganic salt was dissolved. The formed oil was extracted with 1,050 g of diethyl ether, the aqueous layer was separated out, and the solvent was distilled off under reduced pressure to obtain 370 g of an oil (crude product). The purity of the obtained 2-methoxy-4-methylpyridine was 95% (two step yield from 2-amino-4-methylpyridine: 95%).

According to the analysis of related databases, 3678-62-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ISHIHARA SANGYO KAISHA, LTD.; EP1679003; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 920966-03-6, 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. 920966-03-6, name is 4-Chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid. A new synthetic method of this compound is introduced below.

Preparation 59To a suspension of 4-chloro-lH-pyrrolo [2, 3-b]pyridine-5-Carboxylic acid (343 mg) in N,N-dimethylformamide (4 ml) was added phenylmethanol (375 mul) 4-dimethylaminopyridine (428 nig) and N- [3- (dimethylamino) propyl] -N’ -ethylcarbodiimide hydrochloride (676 mg) . After stirring at ambient temperature for 3 days, the reaction mixture was poured into water, and extracted with EtOAc. The organic layer was washed with brine, dried over MgSO4 and evaporated in vacuo. The residue was purified by column chromatography on silica gel with chloroform to give benzyl 4-chloro-lH-pyrrolo[2,3-b]pyridine-5-carboxylate (200 mg) as a yellow powder. 1H-NMR(DMSO-d6)OrS.40(2H,s) , 6.6 (IH, d, J=I.8Hz) , 7.35-7.39 (3H,m) , 7.41-7.45 (2H,m) ,7.71 (IH, d, J=3.5Hz) , 8.75 (IH, s) , 12.42 (IH, br) . EPO MS(ESI) :m/z 297.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,920966-03-6, 4-Chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid, and friends who are interested can also refer to it.

Reference:
Patent; ASTELLAS PHARMA INC.; WO2007/7919; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem