Tag: M.W:100-200

609-70-1, 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 609-70-1 as follows.

Step 1 Methyl 4-hydroxynicotinate 4-Hydroxynicotinic acid (5.00 g, 35.94 mmol) was dissolved in methanol (50.00 mL), added with sulfuric acid (18M, 100.00 uL), and then stirred at 70 C. under nitrogen atmosphere for 12 hours. After the reaction mixture was concentrated, the residue was dissolved in dichloromethane (50.00 mL) and the system was adjusted to pH=8 with saturated sodium bicarbonate solution. A white solid was slowly precipitated and filtered to give methyl 4-hydroxynicotinate (a white solid, 3.0 g, crude product). 1H NMR (400 MHz, CDCl3) 8.27 (s, 1H), 7.67 (d, J=6.8 Hz, 1H), 6.21 (d, J=7.0 Hz, 1H), 3.69 (s, 3H).

The chemical industry reduces the impact on the environment during synthesis 609-70-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Heilongjiang Zhenbaodao Pharmaceutical Co., Ltd.; MEDSHINE DISCOVERY INC.; HE, Haiying; JIANG, Zhigan; XIA, Jianhua; WANG, Jing; HAN, Lixia; LAN, Lihong; ZHOU, Hui; LAI, Kunmin; CHEN, Shuhui; US2018/346438; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

13472-85-0, 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. 13472-85-0, name is 5-Bromo-2-methoxypyridine. A new synthetic method of this compound is introduced below.

Step 2: 3-{3-tert-Butylsulfanyl-5-hydroxy-1-4-(6-methoxy-pyridin-3-yl)-benzyl]-1H-indol-2-yl}-2,2-dimethyl-propionic acid ethyl ester D-1 (25.34 g, 44.8 mmol), 5-bromo-2-methoxypyridine (Combi-blocks; 10.9 g, 70.3 mmol), and K2CO3 (15.5 g, 112.1 mmol) were dissolved in DME (300 mL) and water (150 mL) and degassed with N2 for 30 minutes. Pd(PPh3)4 (1.6 g, 1.4 mmol) was added, and the reaction mixture was degassed with N2 for an additional 15 minutes. The solution was heated to 80 C. overnight, and then cooled to room temperature and diluted with EtOAc and water. The aqueous layer was extracted 3 times with EtOAc, the combined organic layers were washed with water, brine, dried over MgSO4, filtered, and concentrated. The crude material was purified on silica gel (0 to 8% EtOAc in hexanes) to give the desired product (D-2, 23.7 g).

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. 13472-85-0, 5-Bromo-2-methoxypyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Amira Pharmaceuticals, Inc.; US2007/105866; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 6419-36-9, name is 2-(Pyridin-3-yl)acetic acid hydrochloride. This compound has unique chemical properties. The synthetic route is as follows. 6419-36-9

To a solution of (S)-((3R,3aR,6R,6aR)-6-hydroxyhexahydrofuro[3,2-b]furan-3-yl) 5,6-bis(nitrooxy)hexanoate (Example 1, Step 8) (100 mg, 0.273 mmol) in dry DCM (3 ml), DMAP (73 mg, 0.601 mmol), DCC (112 mg, 0.546 mmol) and 3-pyridylacetic acid hydrochloride (57 mg, 0.328 mmol) were added. The mixture was stirred overnight at room temperature, then DMAP (73 mg, 0.601 mmol) and 3-pyridylacetic acid hydrochloride (57 mg, 0.328 mmol) were added. The mixture was allowed to stir for 4 hours. The solid was filtered off, water and DCM were added, the two phases were separated and the aqueous phase extracted twice with DCM. The combined organic phases were dried over MgS04 and concentrated under reduced pressure. The residue was purified by reversed-phase chromatography (H20/CH3CN from 95:5 to 30:70), to give 58 mg of the desired product (yield: 43.8%). NMR (600 MHz, DMSO-d6) delta 8.49 – 8.46 (m, 2Eta), 7.72 – 7.68 (m, IH), 7.38 – 7.34 (m, IH), 5.45 – 5.40 (m, IH), 5.05 (q, IH), 4.97 (q, IH), 4.93 (dd, IH), 4.71 (dd, IH), 4.64 – 4.58 (m, 2H), 3.92 (dd, IH), 3.87 (dd, IH), 3.79 (s, 2H), 3.68 (dd, IH), 3.56 (dd, IH), 2.41 (t, 2H), 1.80 – 1.72 (m, 2H), 1.68 – 1.60 (m, 2H).

Statistics shows that 6419-36-9 is playing an increasingly important role. we look forward to future research findings about 2-(Pyridin-3-yl)acetic acid hydrochloride.

Reference:
Patent; NICOX S.A.; ALMIRANTE, Nicoletta; BRAMBILLA, Stefania; STORONI, Laura; BASTIA, Elena; (47 pag.)WO2018/224419; (2018); 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.5407-87-4, name is 2-Amino-4,6-dimethylpyridine, molecular formula is C7H10N2, molecular weight is 122.17, as common compound, the synthetic route is as follows.5407-87-4

The mixture of 4,6-dimethylpyridin-2-amine (1 g, 8.2 mmol, 1.0 eq) and NBS (1.46 g, 8.2 mmol, 1.0 eq) in CH3CN (30 mL) was stirred at rt overnight. Then the mixture was concentrated, and the residue was purified on silica gel column (PE/EtOAc = 5/1) to afford 5-bromo-4,6-dimethylpyridin-2-amine as a yellow solid (800 mg, 48%).

Statistics shows that 5407-87-4 is playing an increasingly important role. we look forward to future research findings about 2-Amino-4,6-dimethylpyridine.

Reference:
Patent; LIFESCI PHARMACEUTICALS, INC.; MCDONALD, Andrew; WO2015/103317; (2015); 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. 1122-62-9, name is 1-(Pyridin-2-yl)ethanone. This compound has unique chemical properties. The synthetic route is as follows. 1122-62-9

1-Pyridin-2-yl-ethanol 2-Acetylpyridine (1.0 g, 8.26 mmol) was dissolved in anhydrous methanol (20 mL) and treated with sodium borohydride (0.62 g, 16.51 mmol) and stirred at ambient temperature 18 hours. A saturated solution of ammonium chloride was added and the mixture was extracted with ethyl acetate. The combined organics were washed with water and brine, dried over anhydrous sodium sulfate, evaporated and chromatographed using a gradient of 50 to 100% ethyl acetate in hexanes to provide 0.57 g (56.1%) of the title compound. MS m/z 124 (M+H)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1122-62-9, 1-(Pyridin-2-yl)ethanone, and friends who are interested can also refer to it.

Reference:
Patent; Pfizer Inc; US2009/170886; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

1124-64-7, 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. 1124-64-7, name is 1-Butylpyridinium Chloride. This compound has unique chemical properties. The synthetic route is as follows.

Example 32. N-Butylpyridinium diethyldicyanoborate -K[(C2H5)2B(CN)2] + BPYRCI BPYR[(C2H5)2B(CN)2] + KC1Dichloromethane (50 mL) is added to a mixture of potassium diethyldicyanoborate (6.0 g, 37.48 mmol) and N-butylpyridinium chloride (BPYRCI) (6.5g, 37.86 mmol) in H20 (deionised, 30 mL). The aqueous phase is removed and the organic phase is washed with deionised water (5 x 1 mL) and dried over magnesium sulfate. The sulfate is filtered and dichloromethane is removed under reduced pressure. The product is dried for three days at 50C in vacuum.The yield of N-butylpyridinium diethyldicyanoborate is 9.2 g (35.77 mmol). , 1B{ H}-NMR: delta, ppm = -23.1 (s).11B-NMR: delta, ppm = -23.1 (s, broad).1H{1 B}-NMR: delta, ppm = 9.17 (m, C3romH, 2H), 8.73 (m, CaromH, 1H), 8.27 (m, CaromH, 2H), 4.83 (t, 3JH,H = 7.5 Hz, CH2, 2H), 2.10 (m, CH2, 2H), 1.45 (m, CH2) 2 H), 0.83 (t, 3JH,H = 7.30 Hz, CH3, 3H), 0.83 (t, 3JH.H = 7.6 Hz, CH3, 6H), 0.20 (q, 3JH,H = 7.6 Hz, CH2, 4H).H-NMR: <5, ppm = 9.17 (m: CaromH, 2H), 8.73 (m, Car0mH, 1H), 8.27 (m, CaromH, 2H), 4.83 (t, 3JH.H = 7.5 Hz, CH2, 2H), 2.10 (m, CH2, 2H), 1.45 (m, CH2, 2 H), 0.83 (t, 3JH.H = 7.30 Hz, CH3, 3H), 0.83 (t, broad, 3JH.H = 7.7 Hz, CH3, 6H), 0.20 (q, broad, 3JH.H = 7.7 Hz, CH2, 4H).13C{ H}-NMR: delta, ppm = 146.6 (s, Carom, 1C), 145.6 (t, 1JN,C = 8.0 Hz, NCarom, 2C), 138.8 (q, C,B = 54 Hz, CN, 2C), 129.3 (s, Carom, 2C), 62.4 (s, CH2t 1C), 33.9 (s, CH2, 1C), 19.8 (s, CH2, 1C), 14.6 (q, 1JC,B = 44 Hz, BCH2, 2C), 13.6 (s, CH3, 1 C), 12.1 (s, CH3l 2C).Elemental analysis:calculated: C 70.05; H 9.41 ; N 16.34found: C 69.22; H 9.46; N 16.50Dynamic viscosity:Decomposition's temperature: 160 C 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 1124-64-7, 1-Butylpyridinium Chloride. Reference:
Patent; MERCK PATENT GMBH; IGNATYEV, Nikolai (Mykola); SCHULTE, Michael; KAWATA, Kentaro; GOTO, Tomohisa; SPRENGER, Jan; FINZE, Maik; FRANK, Walter; WO2013/10641; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

13534-99-1 ,Some common heterocyclic compound, 13534-99-1, 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.

2-Amino-3-bromopyridine (VII-41) (5.00 g, 28.9 mmol) was dissolved in ethanol (100 mL), sodium hydrogencarbonate (3.64 g, 43.3 mmol) and 2-chloroacetaldehyde (7.1 mL, 43 mmol) were added, and the mixture was stirredunder refluxing with heating for 4 hr. The mixture was allowed to cool, and the solvent was evaporated under reducedpressure. Water was added, and the mixture was extracted with ethyl acetate. The organic layer was washed withsaturated brine, dried over anhydrous sodium sulfate, and filtered. The solvent was evaporated under reduced pressure.The residue was purified by silica gel column chromatography (n-hexane:ethyl acetate = 70:30 ? 40:60) to give 8-bromoimidazo[1,2-a]pyridine (VII-42) (yield 5.71 g, quantitative

According to the analysis of related databases, 13534-99-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Kaken Pharmaceutical Co., Ltd.; WATANABE, Atsushi; SATO, Yuuki; OGURA, Keiji; TATSUMI, Yoshiyuki; (331 pag.)EP3351533; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

5470-70-2, 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. 5470-70-2, name is Methyl 6-methylnicotinate. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of methyl 6-methylnicotinate (2 g, 13.2 mmol, 1.0 eq), NBS (2.4 g, 13.2 mmol, 1.0 eq) and BPO (319 mg, 1.32 mmol, 0.1 eq) in CCI4 (40 mL) was stirred at 95 C under N2 overnight. Then the reaction was quenched with water (10 mL), extracted with DCM (50 mLx3). The combined organic layers were washed with brine (20 mL), dried over anhydrous Na2S04 and concentrated. The residue was purified on silica gel column (PE/EtOAc = 20/1) to afford a yellow solid (780 mg, 26%).

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, 5470-70-2, Methyl 6-methylnicotinate.

Reference:
Patent; LIFESCI PHARMACEUTICALS, INC.; MCDONALD, Andrew; WO2015/103317; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

109-04-6 , The common heterocyclic compound, 109-04-6, name is 2-Bromopyridine, molecular formula is C5H4BrN, 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.

(i) 3-(Pyridin-2-yl)aniline 3.72 g (20.0 mmol) of 3-aminophenyl boronic acid¡¤ hemisulphate salt, 3.16 g (20.0 mmol) of 2-bromopyridine, 1.16 g (1.0 mmol) of tetrakis(triphenyl phosphine)palladium(0), and 11.2 g (106 mmol) of sodium carbonate were heated under reflux for 5 hours in a mixed solvent of 100 mL of DME and 34 mL of water. After completion of the reaction, extraction with ethyl acetate, and drying over anhydrous sodium sulfate were carried out. The solvent was distilled off under reduced pressure. The resulting crude product was separated and purified using silica gel column chromatography to give 1.27 g of 3-(pyridin-2-yl)aniline (yield: 37%). 1H-NMR (CDCl3) delta: 3.76 (2H, br), 6.65-6.78 (1H, m), 7.10-7.40 (4H, m), 7.60-7.78 (2H, m), 8.60-8.70 (1H, m).

According to the analysis of related databases, 109-04-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Renascience CO., LTD.; EP2272822; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

16133-25-8, 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 16133-25-8, name is Pyridine-3-sulfonyl chloride. This compound has unique chemical properties. The synthetic route is as follows.

Under the protection of the Ar, 3 – pyridine sulfonyl chloride (1.457 g) is added in excess ammonia water (4.5 ml, ammonia content: 25 – 28percent), the temperature of the 40 ¡ãC reaction, 30 min after stopping the reaction, steaming and the removal of unreacted ammonia, adding 10 ml water precipitated yellow solid, filtering ethanol after heats crystallization (1.1 g, 85percent),

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 16133-25-8, Pyridine-3-sulfonyl chloride.

Reference:
Patent; Chinese Academy Of Medical Sciences Pharmaceutical Institute; Xu Boling; Shen Zhufang; Bie Jianbo; Mu Yongzhao; Chen Hualong; Liu Lvnan; Zhou Jie; Li Caina; Cao Ran; Huan Yi; Sun Shujuan; (258 pag.)CN107098846; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem