Pyridine-derivatives

Synthetic Route of 19842-08-1, 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. 19842-08-1, name is 2-Bromo-5-ethylpyridine. A new synthetic method of this compound is introduced below.

Example 13A 5-Ethyl-2-(tributylstannyl)pyridine 2250 mg (12 mmol) of 2-bromo-5-ethylpyridine [prepared analogously to J. Org. Chem., 2003, 2028 and Chem. Commun., 2000, 951] and 4330 mg (13.3 mmol) of tributyltin chloride are dissolved in 20 ml of THF, and 8.3 ml (13.3 mmol) of 1.6 N n-butyllithium in hexane are added dropwise at 0 C. The mixture is stirred at 0 C. for 2.5 h and at RT for 12 h. The reaction mixture is diluted with dichloromethane and washed with ammonium chloride solution and saturated sodium chloride solution, and the organic phase is dried over sodium sulfate and concentrated on a rotary evaporator. The crude product is chromatographed on silica gel (dichloromethane, then ethyl acetate). This gives 155 mg (25% of theory) of the title compound. LC-MS (method 6): Rt=1.81 min; m/z=397 (M+H)+. 1H-NMR (400 MHz, DMSO-d6): delta=8.55 (d, 1H), 7.46 (dd, 1H), 7.35 (d, 1H), 2.56 (q, 2H), 1.52 (t, 6H), 1.29 (m, 6H), 1.21-1.01 (m 6H), 0.87 (t, 9H), 0.83 (t, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,19842-08-1, 2-Bromo-5-ethylpyridine, and friends who are interested can also refer to it.

Reference:
Patent; BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; US2011/166163; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 73112-16-0, 2,6-Dibromo-4-methylpyridine, 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, Product Details of 73112-16-0, blongs to pyridine-derivatives compound. Product Details of 73112-16-0

1A Preparation of 2-bromo-4-methyl-6-(3-trifluoromethyl-1H-pyrazol-1-yl)-pyridine A mixture of 2,6-dibromo-4-methylpyridine (33 mmol, obtained according to the method disclosed by WO 94/22833), 3-trifluoromethyl-1H-pyrazole (21 mmol), potassium carbonate (45 mmol) and N,N-dimethylformamide ((50mL) is heated at 90 C for 4 hours. The reaction mixture is partitioned between ethyl acetate ands water. The separated organic phase is washed with brine, dried over sodium sulfate and evaporated in vacuoto provide an oily residue which is purified by flash chromatography. To yield 1.9 g of the title compound.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,73112-16-0, 2,6-Dibromo-4-methylpyridine, and friends who are interested can also refer to it.

Reference:
Patent; BASF AKTIENGESELLSCHAFT; EP1101764; (2001); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 89488-30-2, 5-Bromo-3-methylpyridin-2(1H)-one, 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, Recommanded Product: 5-Bromo-3-methylpyridin-2(1H)-one, blongs to pyridine-derivatives compound. Recommanded Product: 5-Bromo-3-methylpyridin-2(1H)-one

To a mixture of compound 4b2 (2 g, 10.6 mmol) and CH2CI2 (100 mL) is added Ag2CO3 (8.8 g, 31.9 mmol) and CH3I (7 mL, 112 mmol). The reaction mixture is stirred at room temperature overnight, then filtered through diatomaceous earth (Celite). The filtrate is concentrated under reduced pressure to give compound4b3.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,89488-30-2, 5-Bromo-3-methylpyridin-2(1H)-one, and friends who are interested can also refer to it.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GmbH & CO KG; WO2008/67644; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1159820-58-2, 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. 1159820-58-2, name is 5-Bromo-2-isopropylpyridine, molecular formula is C8H10BrN, 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.

Preparation of 2-isopropyl-5-vmyl-py?dme[0369] The title compound was prepared by following general procedure 2 5-Bromo-2- lsopropyl-py?dme (0 75 g, 3 7 mmol) was dissolved in DMF THF (3 1, 6 mL) T?butylvmyltm (1 2 mL, 4 12 mmol) and Pd(PPh3)4 (0 070 g, 0 06 mmol) was added to this solution at RT under nitrogen and was heated at 1000C for 30 mm The reaction mixture was cooled to RT and diluted with water (60 mL) and extracted with DCM (3 x 100 mL) The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure below 400C The crude was purified through column chromatography (90% DCM-Hexane in silica 100-200 mesh, Diameter of column – 5 0 cm, Height of silica – approx 5 inch) to provide 2-isopropyl-5- vmylpy?dme as a light yellow liquid (0 5 g, 90% yield)

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 1159820-58-2, 5-Bromo-2-isopropylpyridine.

Reference:
Patent; MEDIVATION TECHNOLOGIES, INC.; HUNG, David, T.; PROTTER, Andrew, Asher; JAIN, Rajendra, Parasmal; CHAKRAVARTY, Sarvajit; GIORGETTI, Marco; WO2010/51503; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 94220-38-9, 7-Chloro-5-methyl-1H-pyrazolo[4,3-b]-pyridine, 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: C7H6ClN3, blongs to pyridine-derivatives compound. COA of Formula: C7H6ClN3

EXAMPLE 4 7-(4-Hydroxyanilino)-5-methyl-1H-pyrazolo[4,3-b]pyridine (E4) STR17 7-Chloro-5-methyl-1H-pyrazolo[4,3-b]pyridine (0.5 g, 3 mmol) and 4-aminophenol (0.65 g, 6 mmol) in dry xylene (5 ml) were heated under reflux under nitrogen for 7 h. The resulting solid was collected and washed with water and ethyl acetate, then crystallized from methanol/ethyl acetate to give the hydrochloride salt of the required product (393 mg, 47%), m.p. 308-310 C. (dec.). The hydrochloride salt (355 mg, 1.28 mmol) was dissolved in water (20 ml) and methanol (10 ml) and the solution was adjusted to pH7 with 10% sodium carbonate, to give the title compound as yellow needles (283 mg, 92%), m.p. 174-176 C. (Found: C, 59.30; H, 5.36; N, 21.24. C13 H12 N4 O.1.25.H2 O requires C, 59.42 H, 5.56; N, 21.32).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,94220-38-9, 7-Chloro-5-methyl-1H-pyrazolo[4,3-b]-pyridine, and friends who are interested can also refer to it.

Reference:
Patent; Beecham Group p.l.c.; US4576952; (1986); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 6515-09-9, 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. 6515-09-9, name is 2,3,6-Trichloropyridine. A new synthetic method of this compound is introduced below.

General procedure: Complex (1 .71 mol%) and 3 mL of stock solution (made from 3.333g TCP A in IPA 30 mL) are added to each reactor, followed by NEt3 (446 pL). The reactors are purged with nitrogen (3 times) and hydrogen (3 times) then hydrogenated at 0.5 MPa and 85 C for 180 mm in a Biotage Endeavor. 40 pL aliquot of each reaction mixture is added to 1 mL MeCN and analysed by normal HPLC method.HPLC areas are converted to concentration (pmol/mL) from the gradients equations in the multipoint external standard.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6515-09-9, 2,3,6-Trichloropyridine, and friends who are interested can also refer to it.

Reference:
Patent; JOHNSON MATTHEY PUBLIC LIMITED COMPANY; MORTIMER, Danny Lee; (19 pag.)WO2017/85476; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 38186-84-4, 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. 38186-84-4, name is 2-Chloro-5-fluoro-3-picoline, molecular formula is C6H5ClFN, 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-5-fluoro-3-methylpyridine D38 (0.50 g, 2.82 mmol) in dry toluene (12.5 ml) were added sodium t-butoxyde (0.462 g, 4.81 mmol), Pd2(dba)3 (0.315 g, 0.344 mmol), BINAP (0.642 g, 1.031 mmol) and benzophenone imine (0.692 ml, 4.12 mmol). The resulting mixture was degassed (3×pump/N2) and then heated to 80 C. After 1 h stirring, the mixture was cooled down to room temperature, diluted with Et2O (400 ml) and filtered through a celite pad. Volatiles were evaporated, the resulting oil was dissolved in THF (34 ml) and HCl (1.408 ml of a 2 M aqueous solution, 2.82 mmol) was added. The mixture was stirred at room temperature for 1.5 h, then neutralized with a saturated NaHCO3 aqueous solution and diluted with DCM (200 ml). The inorganic layer was back-extracted with DCM (2×50 ml). The collected organic layers were dried (Na2SO4), filtered and evaporated. The residue was purified by flash chromatography on silica gel (Biotage SP4 12M, Cy/EtOAc 60/40). Collected fractions gave the title compound D39 (0.20 g, 1.554 mmol, 55.2% yield from D38, two steps), as an orange solid. MS: (ES/+) m/z: 127 (M+1). C6H7FN2 requires 126.1H NMR (400 MHz, DMSO-d6) delta(ppm): 7.73 (d, 1H), 7.23 (dd, 1H), 5.60 (bs, 2H), 2.04 (s, 3H).

According to the analysis of related databases, 38186-84-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ALVARO, GIUSEPPE; AMANTINI, DAVID; BELVEDERE, SANDRO; US2009/22670; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 77837-09-3, Adding some certain compound to certain chemical reactions, such as: 77837-09-3, name is Methyl 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate,molecular formula is C13H11NO3, 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 77837-09-3.

After 750 mg (3.27 mmol) of methyl 6-oxo-1-phenyl-1,6-dihydro-3-pyridinecarboxylate was dissolved in 9 mL of methanol and 3 mL of water, 235 mg (9.81 mmol) of lithium hydroxide was added to the solution. Afterward, the resulting reaction solution was stirred at about 50C for about 5 hours. After termination of the reaction was determined by liquid chromatography, the solvent was removed in vacuo, followed by addition of aqueous HCl to titrate a pH of the reaction product to pH 2. After filtration of the resulting solid compound (Actual yield: 470 mg, Percent yield: 67 %), the resulting compound was used without purification.[60] 1H-NMR(DMSO-d6,200MHz)delta8.18(s,1H),7.88(d,1H),7.49(m,5H),6.54(d,2H)

According to the analysis of related databases, 77837-09-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SK BIOPHARMACEUTICALS CO., LTD.; MAENG, Cheol Young; JANG, Young Koo; CHA, Su Bong; SHIN, Hye Won; JOUNG, Chan Mi; CHA, Hwa Ryun; YI, Eun Jung; WO2012/102580; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 21948-75-4, 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. 21948-75-4, name is 2-(Methylsulfinyl)pyridine, molecular formula is C6H7NOS, 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.

General procedure: p-NO2DPPA (91.3 mg, 0.25 mmol) and DABCO (28.0 mg, 0.25 mmol) were added to a solution of the sulfoxide (0.10 mmol) in toluene (0.35 mL). After stirring for 2 h at reflux, the mixture was diluted with AcOEt/n-hexane (1:5) (30 mL). Then, the mixture was washed with saturated aqueous NaHCO3 (25 mL) and brine (25 mL), and dried over Na2SO4. Concentration of the solvent in vacuo followed by purification of the residue on a silica gel column (AcOEt:n-Hexane 1:5-0:1) gave the desired alpha-azido sulfide.

According to the analysis of related databases, 21948-75-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Ishihara, Kotaro; Shioiri, Takayuki; Matsugi, Masato; Tetrahedron Letters; vol. 58; 41; (2017); p. 3932 – 3935;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 17570-98-8 ,Some common heterocyclic compound, 17570-98-8, molecular formula is C7H7Br2NO, 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: Compounds 17-29and 43-61 were prepared following this general protocol unless otherwise noted. To substituted2-bromoethanone in ethanol was added substituted thiourea (1.02 eq). The mixture wasstirred at 70C. The reaction was monitored via LC/MS. After 2 h, the reaction mixture wascooled to room temperature and precipitate was formed. The precipitate was collected by vacuumfiltration and washed with acetone. The solid was dissolved in 2 MNaOH (25 mL) and extracted with EtOAc (3 x 50 mL). The combined organic layers were dried over Na2SO4 andconcentrated in vacuo desired product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,17570-98-8, its application will become more common.

Reference:
Article; Kesicki, Edward A.; Bailey, Mai A.; Ovechkina, Yulia; Early, Julie V.; Alling, Torey; Bowman, Julie; Zuniga, Edison S.; Dalai, Suryakanta; Kumar, Naresh; Masquelin, Thierry; Hipskind, Philip A.; Odingo, Joshua O.; Parish, Tanya; PLoS ONE; vol. 11; 5; (2016);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem