Tag: M.W:200-300

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. 1737-93-5, name is 3,5-Dichloro-2,4,6-trifluoropyridine, molecular formula is C5Cl2F3N, 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. Safety of 3,5-Dichloro-2,4,6-trifluoropyridine

S2.The above solution containing dichlorotrifluoropyridine was cooled to 10 C,And slowly dropping 30wt% aqueous ammonia at 10 C, the reaction was detected by TLC, to be dichloro-trifluoro pyridine reaction was complete,The reaction was stopped and a white solid was isolated as the desired drug intermediate (95.3% yield).

With the rapid development of chemical substances, we look forward to future research findings about 1737-93-5.

Reference:
Patent; Chongqing Huage Biochemical Co., Ltd.; He Xiaoqiang; Chen Zhizhong; Zhang Chunhua; Gu Fuhai; Wu Chengli; Yang Xinyao; (8 pag.)CN107311924; (2017); A;,
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. 78607-36-0, name is 2-Chloro-3-iodopyridine. A new synthetic method of this compound is introduced below., Quality Control of 2-Chloro-3-iodopyridine

Preparation of amine building block A46 tert-Butyl 2- (pyridin-4-ylmethyl) -5, 6-dihydroimidazo [1,2- a]pyrazine-7 (8H) -carboxylateProcedure for step- 1 : To a THF solution (40 ml) of Diisopropyl amine (4.46 ml, 1.5 eqv) was added BuLi ( 1.88 M, 1.5 eqv) at -15C and the resulting reaction mixture was allowed to stir at same temperature for 20 minutes. It was then cooled to -78C and 2-chloro-3-iodopyridine (5g, 20.92 mmol) in THF (10 ml) was added dropwise at the same temperature and allowed to stir for 1 hr at -780C. Reaction was quenched with water ( 10 ml), stirred at ambient temperature for 15 minutes and extracted with ethyl acetate. Organic layer was washed successively with brine and finally dried over sodium sulfate. Evaporation of organic layer under reduced pressure gave the crude product which was immediately used in the next step without any further purification. Yield : 80% (Crude)

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, 78607-36-0, 2-Chloro-3-iodopyridine.

Reference:
Patent; GRUeNENTHAL GMBH; WO2009/90055; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 137178-88-2, Adding some certain compound to certain chemical reactions, such as: 137178-88-2, name is 5-Bromopyridine-2-carbonyl chloride,molecular formula is C6H3BrClNO, 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 137178-88-2.

To a solution of 5-bromo-pyridine-2-carboxylic acid methyl ester [(L.] [OEQ.)] (see Synth. Commun., [1997,] [27,] 515) in THF : MeOH (2: 1; 0.2M) was added aqueous LiOH (1M ; 3. [0EQ.).] The mixture was stirred for 12h, concentrated and dried under vacuum. The residue was diluted in CH2CI2 (0.2M), oxalyl chloride [(8.] [OEQ.)] was added and the mixture was stirred for 3h, concentrated, dried under vacuum and diluted in [CH2C12] (0.2M). Cyclopropylamine [(LOEQ.)] was added and the mixture was stirred for 2h, poured in saturated aqueous [NAHC03] and extracted with EtOAc (2x). The combined organic extracts were washed with brine, dried over [NA2S04,] filtered and concentrated. Flash chromatography (CH2Cl2 : EtOAc; 9: 1) afforded the title compound as a yellow solid.

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. 137178-88-2, 5-Bromopyridine-2-carbonyl chloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK FROSST CANADA & CO.; DESCHENES, Denis; DUBE, Daniel; DUBE, Laurence; GALLANT, Michel; GIRARD, Yves; LACOMBE, Patrick; MACDONALD, Dwight; WO2004/814; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 13959-02-9 , The common heterocyclic compound, 13959-02-9, name is 3-Bromoisonicotinic acid, molecular formula is C6H4BrNO2, 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.

General procedure: A mixture of theappropriate carboxylic acid (1.38 mmol) and 1,1′-carbonyldiimidazole(0.25 g, 1.52 mmol) in 1,4-dioxane (10 ml)was stirred for 30 min at 80, followed by the addition ofcompound 8l (0.36 g, 1.38 mmol) and stirring for 3 h at100. The substrate conversion was monitored by TLC(eluent CHCl3-MeOH, 7:3). After the reaction wascomplete, the solvent was evaporated under vacuum, and the product was isolated chromatographically (eluting withEtOAc in the case of compounds 9a,b,e, and with CHCl3-MeOH, 10:1 in the case of compounds 9,d).

The synthetic route of 13959-02-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Krolenko, Konstantin Yu.; Vlasov, Sergiy V.; Zhuravel, Irina A.; Chemistry of Heterocyclic Compounds; vol. 52; 10; (2016); p. 823 – 830; Khim. Geterotsikl. Soedin.; vol. 52; 10; (2016); p. 823 – 830,8;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 15862-37-0, 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 15862-37-0 as follows.

43.00 g (152.52 mol) of 2,5-dibromo-3-nitropyridine are hydrogenated in 1.5 g of Pd (10%) on activated charcoal in 450 ml of methanol until the calculated mount of hydrogen has been consumed, the catalyst is filtered off, and the filtrate is freed from solvent, giving 37.56 g of 3-amino-2,5-dibromopyridine. STR12

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,15862-37-0, its application will become more common.

Reference:
Patent; Hoechst Aktiengesellschaft; US5445763; (1995); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 80194-70-3, 3-Chloro-5-(trifluoromethyl)picolinonitrile, 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, 80194-70-3, blongs to pyridine-derivatives compound. Formula: C7H2ClF3N2

Add 863g of absolute ethanol to a 3L four-necked round bottom flask and cool to 0 C to 5 C.HCl gas into 4 to 5 hours, weighed found that the quality of the system after the increase of 575g stopped by the HCl gas,Hydrogen chloride in ethanol was obtained. 110 g (0.533 mol) of 2-cyano-3-chloro-5-trifluoromethylpyridine was addedThe pyridine was dissolved in 15 g of ethanol, added dropwise to the above system at 30 C and stirred at 30 C3 hours. The system was warmed to 45 C and the reaction stirred at 45 C for 12 hours. The system was warmed to 75 C~ 80 , and the reaction was stirred at 75 ~ 80 for 4 hours. Concentrate the ethanol, and add 300mL of water,The mixture was stirred at 25 C to 30 C for 2 hours. The resulting system was extracted with 3 × 300 mL of dichloromethane,The combined organic layers were washed with 100 mL of saturated aqueous sodium bicarbonate until neutral. Concentrate diluted dichloromethaneThe residue was distilled under reduced pressure to collect the distillate from 120 C to 130 C and from 5 mmHg to 8 mmHg118.3 g of a colorless liquid was obtained in a yield of 87.6% and a GC purity of 99.58%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,80194-70-3, its application will become more common.

Reference:
Patent; Lianhua Technology Co., Ltd.; Zou Benli; Xu Tinghua; Yuan Li; Tan Wenping; Xie Siwei; (13 pag.)CN106905231; (2017); 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.675198-19-3, name is (4-(3-Methoxypropoxy)-3-methylpyridin-2-yl)methanol hydrochloride, molecular formula is C11H18ClNO3, molecular weight is 247.72, as common compound, the synthetic route is as follows.HPLC of Formula: C11H18ClNO3

Example 1 : Preparation of 2-(chloromethyl)-4-(3-methoxypropoxy)-3-methyl pyridine (Formula V) Dichloromethane (300 mL) was added to [4-(3-methoxypropoxy)-3-methylpyridin-2- yl]methanol (Formula IV) hydrochloride (100 g) and the reaction mixture was cooled to -10C to -5C. Thionyl chloride (57.7 g) was added to the reaction mixture at -10C to -5C for 30 minutes to 60 minutes. The reaction mixture was stirred at -10C to -5C for 30 minutes to 60 minutes. The pH was adjusted to 7.0 to 7.5 with the aqueous sodium carbonate solution (prepared by dissolving 120 g of sodium carbonate in 500 mL of de-ionized water at 20C to 25C) at -10C to -5C. The temperature of the reaction mixture was raised to 0C to 5C. The mixture was allowed to settle for 10 minutes to 20 minutes and the layers obtained were separated. The organic layer was concentrated at 15C to 30C at 50 mm to 100 mm Hg of pressure. The residue obtained was dissolved in denatured spirit (100 mL). The mixture was concentrated at 15C to 30C at 20 mm to 30 mm Hg of pressure. The residue obtained was used in the next step.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,675198-19-3, (4-(3-Methoxypropoxy)-3-methylpyridin-2-yl)methanol hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; RANBAXY LABORATORIES LIMITED; KAPOOR, Ashwini, Kumar; CHATTERJEE, Pranab; NATH, Asok; PRASAD, Mohan; WO2014/91450; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 62774-90-7 ,Some common heterocyclic compound, 62774-90-7, molecular formula is C7H5Cl2NO2, 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.

a) Synthesis of 2,6-dichloro-N-(3-fluorobenzyl)-4-methyl-pyridine-3-carboxylic acid amideTo a solution of 17.4 g (84.4 mmol) of 2,6-dichloro-4-methyl-pyridine-3-carboxylic acid in THF (340 ml) were added 10.6 ml (92.9 mmol) 3-fluorobenzylamine, 32.0 g (84.4 mmol) HATU and 35.0 ml (253.3 mmol) NEt3. The RM was then heated at 70 C for 16. After dilution with EtOAc (350 ml) the mixture was washed with a 4M aq. NH4CI sol., a 1M aq. NaHC03 sol. and brine. The organic layer was dried over MgS04 and concentrated in vacuo. Purification of the residue by CC (hexane/EtOAc 3:2) provided 19.5 g (62.3 mmol, 74%) 2,6-dichloro-N- (3-fluorobenzyl)-4-methyl-pyridine-3-carboxylic acid amide.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,62774-90-7, its application will become more common.

Reference:
Patent; GRUeNENTHAL GMBH; KUeHNERT, Sven; BAHRENBERG, Gregor; KLESS, Achim; SCHROeDER, Wolfgang; LUCAS, Simon; WO2012/52167; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 91182-50-2, Adding some certain compound to certain chemical reactions, such as: 91182-50-2, name is 3-Bromo-2-phenylpyridine,molecular formula is C11H8BrN, 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 91182-50-2.

Molecules 1 (2 mmol, 466 mg) and iridium trichloride trihydrate (1 mmol, 352 mg) were weighed into a round-bottomed flask, evacuated, and bubbling nitrogen, and circulated three times. Under a nitrogen atmosphere, 16 mL of a mixed solution of ethylene glycol ether and water (3: 1, v / v) was injected and dissolved by stirring. After reacting at 110 C for 24 hours, the crude product was cooled to room temperature, and filtered through a sand core funnel to obtain a solid, which was washed three times with deionized water and ethanol. The product is obtained after drying in a vacuum drying box.

According to the analysis of related databases, 91182-50-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Nanjing University of Posts and Telecommunications; Zhang Yin; Wang Jun; Lan Yiping; Zhao Qiang; Liu Shujuan; Huang Wei; (11 pag.)CN110330532; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 73290-22-9, Adding some certain compound to certain chemical reactions, such as: 73290-22-9, name is 2-Bromo-5-iodopyridine,molecular formula is C5H3BrIN, 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 73290-22-9.

Step 1: 2-Bromo-5-trimethylsilanylethynyl-pyridine 2-Bromo-5-iodopyridine (2.5 g, 8.8 mmol) was dissolved under nitrogen in 50 ml THF. Bis-(triphenylphosphine)-palladium(II) dichloride (618 mg, 880 mumol, 0.1 equiv.), ethynyltrimethylsilane (950 mg, 1.34 ml, 9.6 mmol, 1.1 equiv.), triethylamine (1.78 g, 2.44 ml, 17.6 mmol, 3 equiv.) and copper(I) iodide (84 mg, 440 mumol, 0.05 equiv.) were added and the mixture was stirred for 3 hours at 50 C. The reaction mixture was cooled and evaporated to dryness. The crude product was purified by flash chromatography on silica gel, eluting with an ethyl acetate:heptane gradient 0:100 to 15:85. The desired 2-bromo-5-trimethylsilanylethynyl-pyridine (1.95 g, 7.7 mmol, 87% yield) was obtained as a white solid, MS: m/e=254.1/256.1 (M+H+).

According to the analysis of related databases, 73290-22-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Green, Luke; Guba, Wolfgang; Jaeschke, Georg; Jolidon, Synese; Lindemann, Lothar; Ricci, Antonio; Rueher, Daniel; Stadler, Heinz; Vieira, Eric; US2011/251169; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem