Day: March 16, 2022

Reference of 94220-38-9, Adding some certain compound to certain chemical reactions, such as: 94220-38-9, name is 7-Chloro-5-methyl-1H-pyrazolo[4,3-b]-pyridine,molecular formula is C7H6ClN3, 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 94220-38-9.

EXAMPLE 2 5-Methyl-7-piperidino-1H-pyrazolo(4,3-b)pyridine (2) STR15 7-Chloro-5-methyl-1H-pyrazolo(4,3-b)pyridine (1 g) and piperidine (10 ml) were heated under reflux for 24 h. The piperidine was removed in vacuo to yield a pale yellow solid which was washed with water to yield the piperidino-compound (1 g, 78%), Crystallisation from ethanol-water gave pale yellow crystals, m.p. 244. Found: C, 66.5; H, 7.55.; N, 25.7. C12 H16 N4 requires C, 66.6; H, 7.5; N, 25.9%), numax 2660-2200 (broad), 2000-1800 (broad), 1540, 1430, 1355, 1290, 1210, 1020, 980, 810 and 760 cm-1, delta (CF3 COOH) 1.97 (6H, s, –CH2 –), 2.70 (3H, s, 5 –CH3), 4.13 (4H, s, –N–CH2 –), 6.59 (1H, s, 6-H), 8.32 (1H, s, 3-H), total proton count 15.

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. 94220-38-9, 7-Chloro-5-methyl-1H-pyrazolo[4,3-b]-pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Beecham Group, p.l.c.; US4559348; (1985); A;,
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. 83766-88-5, name is 2-(tert-Butoxy)pyridine. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 2-(tert-Butoxy)pyridine

Carboxylic acid (0.2 g, 1.64 mmol), tert-butoxypyridine (0.33 g, 2.21 mmol) and boron trifluoride diethyl etherate (0.31 g, 2.21 mmol) in dry PhCH3 (2 mL) were added to a 20-ml vial. The reaction mixture was then allowed to stir at room temperature for 30 min before quenching with anhydrous NaHCO3. The reaction mixture was diluted with ethyl acetate (30 mL), then washed with water (20 mL), followed by brine (20 mL). The organic layer was dried over anhydrous sodium sulfate and carefully concentrated under reduced pressure. The resulting residue was then purified by flash column chromatography on silica gel with 0:4 to 1:4 dichloromethane/hexane as eluent to yield the desired product 5a as a colorless oil.

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, 83766-88-5, 2-(tert-Butoxy)pyridine.

Reference:
Article; La, Minh Thanh; Kim, Hee-Kwon; Tetrahedron; vol. 74; 27; (2018); p. 3748 – 3754;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1452-94-4, Adding some certain compound to certain chemical reactions, such as: 1452-94-4, name is Ethyl 2-chloronicotinate,molecular formula is C8H8ClNO2, 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 1452-94-4.

EXAMPLE 13 2-Chloro-3-pyridinecarboxamide To a mixture of ethyl 2-chloro-3-pyridinecarboxylate (1.85 g, 10 mmol), ammonium chloride (0.53 g, 10 mmol) and 15 mL of ammonium hydroxide (150 mmol) was added tetrabutylammonium bromide (0.32 g, 1 mmol). The mixture was stirred at ambient temperature for 18 hours, concentrated, washed with water and methanol, and dried to give 0.78 g (50%) of the title compound (m.p. 164-166 C., uncorrected).

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. 1452-94-4, Ethyl 2-chloronicotinate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Reilly Industries, Inc.; US5493028; (1996); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 89640-55-1 ,Some common heterocyclic compound, 89640-55-1, molecular formula is C6H6INO, 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.

Step 2: tert-Butyl (1-(4-((4-methoxypyridin-3-yl)ethynyl)phenyl)cyclobutyl)carbamate: To a solution of 3-iodo-4-methoxypyridine (500 mg, 2.127 mmol) in anhydrous triethylamine (9ml) was added bis(tert-butylphosphine)palladium(0) (65 mg, 0.128 mmol) and copper(l) iodide (12.2 mg, 0.064 mmol). The reaction mixture was degassed with N2 for 10 min before being cooled to 0C. A degassed solution of tert-butyl 1-(4- ethynylphenyl)cyclobutylcarbamate (635 mg, 2.34 mmol) in TEA (2 ml) was added dropwise to the cooled reaction mixture. The reaction was allowed to warm to RT and stirred for 18 h. The reaction mixture was concentrated in vacuo and the residue diluted with DC (20 ml) and water ( 0 ml). The phases were separated and the organic layer dried (Na2S04), filtered and concentrated affording a brown oil that was purified by silica gel chromatography (gradient 0 to 50% ethyl acetate in hexanes) yielding the title compound as a brown gum (140 mg, 17%). 1H NMR (500 MHz, CDCI3): delta 8.54 (br s, 1 H), 8.38 (br s, 1 H), 7.46 (d, 2H), 7.34 (d, 2H), 6.77 (d, 1 H), 5.10 (s, 1 H), 3.90 (s, 3H), 2.4-2.5 (m, 4H), 2.0-2.1 (m, 1 H), 1.75-1.86 (m, 1 H), 1.1-1.4 (br s, 9H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,89640-55-1, its application will become more common.

Reference:
Patent; ALMAC DISCOVERY LIMITED; BELL, Mark, Peter; O’DOWD, Colin, Roderick; ROUNTREE, James, Samuel, Shane; TREVITT, Graham, Peter; HARRISON, Timothy; MCFARLAND, Mary, Melissa; WO2011/55115; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 89364-04-5, 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.89364-04-5, name is 3-Bromo-4-nitropyridine, molecular formula is C5H3BrN2O2, molecular weight is 202.9935, as common compound, the synthetic route is as follows.

After the phenothiazine 20.0g (100.36mmol), 3-Bromo-4-nitro-pyridine 23.18 g (110.40mmol), the NaO (t-Bu)14.46 g (150.55 mmol), the Pd 2 (dba) 3 2.757 g (3.01mmmol) was suspended in the toluene 400 mL P (t-Bu)3 1.46 mL (6.02 mmol) was put and it mixed reflux under the nitrogen air current for 24 hours. It extracts in the dichloromethane and distilled water and the organic layer the silica gel is filtered. Hexane the organic solution is removed: it recrystallized as the dichloromethane and ethyl acetate and it obtained the intermediate product (C) 23.22 g (yield : 72 %) by the dichloromethane= 7 : 3 (v/v) after the silica gel column.

Statistics shows that 89364-04-5 is playing an increasingly important role. we look forward to future research findings about 3-Bromo-4-nitropyridine.

Reference:
Patent; Cheil Industries Co., Ltd.; Jang, Yuna; Hong, Jin Suk; Kang, Dong Min; Sin, Ji Hun; Yu, Dong Gyu; Yu, Uhn Sun; Lee, Byung Kwan; Lee, Sang Sin; Lee, Han Ir; Jung, Su Young; Han, Su Jin; (34 pag.)KR2015/41508; (2015); 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. 92992-85-3, name is 2-Bromo-3,5-dimethylpyridine. A new synthetic method of this compound is introduced below., Safety of 2-Bromo-3,5-dimethylpyridine

In a three-neck round-bottom flask were placed 2-bromo-3,5- dimethylpyridine (5.00 g, 26.87 mmol) and dry THF (40 mL) under N2 atmosphere. The solution was cooled down at -78C. nBuLi 2.5 M in hexanes (12.89 mL, 32.25 mmol) was added dropwise to the solution. The reaction mixture was stirred at -78C for 20 mm and 5-methylfuran-2-carbaldehyde (2.94 mL, 29.56 mmol) dissolved in dry THF (10 mL) was added dropwise to thesolution. The reaction mixture was stirred at -78C for 30 mm and then was slowly warmed to rt and the stirring was kept at this temperature overnight. The reaction was quenched with sat. NH4CI. The aqueous layer was extracted with EtOAc. The combined organic layers were dried over Mg504, filtered and the solution was concentrated to dryness. The crude material was purified by silica gel column chromatography eluting with a gradient of Hexanes/EtOAc from [96:4] to [90:10]. The product fractions were collected and evaporated under redcued pressure to afford (3,5-di methyl pyrid in-2-yl)(5-methylfu ran-2- yl)methanol Ex.87a (3.29 g, 56%) as orange oil. 1 H NMR (400 MHz, CDCI3, d in ppm): 2.13 (s, 3H), 2.24 (d, 3H, J=0.8Hz), 2.33 (s, 3H), 5.71 (s, 1H), 5.83-5.86

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, 92992-85-3, 2-Bromo-3,5-dimethylpyridine.

Reference:
Patent; GENFIT; DELHOMEL, Jean-Francois; PERSPICACE, Enrico; MAJD, Zouher; PARROCHE, Peggy; WALCZAK, Robert; (284 pag.)WO2018/138362; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 55899-13-3 ,Some common heterocyclic compound, 55899-13-3, molecular formula is C14H17BrN2O3S, 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.

In contrast to the other examples, only the cyclisation reaction was performed in flow. TheVapourtec R-series was equipped with three pumps. MSH 1 (2 g, 71 % damp solid, 6.60 mmol)1 and 3-bromopyridine 2a (1.04 g, 6.60 mmol) were dissolved together in THF/H2O (1:1, 33 mL, 0.2 M). Triethylamine (0.92mL, 6.60 mmol) dissolved in THF (8.25 mL, 0.8 M) was mixed with the first inlet via a Y-piece with flow rates of2.86 mL/min and 1.07 mL/min respectively (1.5 eq of triethylamine). Methyl propiolate 4a (0.56 g, 6.60 mmol) wasdissolved in THF (8.25 mL, 0.8 M) and introduced in a second Y-piece at flow rate 1.07 mL/min (1.5 eq of methylpropiolate). The system solvent was THF. The PFA reactor coils, with volumes 2 mL and 10 mL respectively, were setto temperatures 30 C and 90 C respectively. The reaction mixture from the first two inlet streams spent 31 secondsresidency time in the first reactor and then 2 minutes residency time in the second reactor. The operating pressure was7.5 bar with 3 pumps. The reaction set-up was flushed afterwards with 33 % HCl (conc.) in MeOH followed by IPA.The total flow rate at the outlet was 5 mL/min. The outlet stream (40 mL, collected over 8 minutes) was concentratedin vacuo to remove the THF and then diluted with EtOAc (250 mL) and brine (100 mL). The organic layer wasseparated and the aqueous phase washed twice more with EtOAc (2 x 200 mL). The combined organic layers weredried over anhydrous sodium sulfate and concentrated in vacuo to give a dark red oil.The crude material was purified by column chromatography on a 100 g silica column using the Biotage machine anda gradient from 7 to 60 % EtOAc/heptane. 5a eluted first from the column. Pale red solid (0.43 g, 8 min collectiontime, 42 %). 1H NMR (400 MHz, d6-DMSO) 4.10 (3H, s, CH3), 7.79 (1H, d, J = 8 Hz, ArH), 8.26 (1H, d, J = 8 Hz,ArH), 8.73 (1H, s, ArH), 9.56 (1H, s, ArH) ppm. 13C NMR (101 MHz, d6-DMSO) 51.2, 103.3, 108.1, 118.8, 130.3,131.4, 138.7, 144.6, 162.6 ppm. HRMS (FAB) calcd for C9H8O2N2Br 254.97637, found 254.97636/256.97421.5b eluted second from the column. Pale yellow solid. (0.14 g, 8 min collection time, 14 %). 1H NMR (400 MHz, d6-DMSO) 3.82 (3H, s, CH3), 7.06 (1H, dd, J = 4 and 4 Hz, ArH), 7.87 (1H, d, J = 4 Hz, ArH), 8.50 (1H, s, ArH), 8.93(1H, d, J = 4 Hz, ArH) ppm. 13C NMR (101 MHz, d6-DMSO) 51.3, 104.7, 109.8, 114.4, 129.8, 132.8, 137.6, 145.6,161.9 ppm. HRMS (FAB) calcd for C9H8O2N2Br 254.97637, found 254.97638/256.97424

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. 55899-13-3, 1-Amino-3-bromopyridin-1-ium 2,4,6-trimethylbenzenesulfonate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Brocklehurst, Cara E.; Koch, Guido; Rothe-Poellet, Stephanie; La Vecchia, Luigi; Synlett; vol. 28; 13; (2017); p. 1636 – 1640;,
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. 1221171-70-5, name is 2-Chloro-6-(trifluoromethoxy)pyridine, molecular formula is C6H3ClF3NO, 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. HPLC of Formula: C6H3ClF3NO

I-Chloro–trifluoromethoxy-S-trimethylsilylpyridine (47); At 0 0C, diisopropylamine (0.9 g, 1.2 mL, 8.9 mmol, 1.1 eq) was added dropwise to a solution of butyllithium (1.56 M in hexane, 5.7 mL, 8.9 mmol, 1.1 eq) in THF (15 mL). At -78 0C, a solution of 2-chloro-6-trifluoromethoxy pyridine (2, 1.6 g, 8.1 mmol, 1 eq) in THF (5 mL) was added dropwise and the reaction mixture was stirred for 2 h at this temperature. Chlorotrimethylsilane (1.0 g, 1.2 mL, 8.9 mmol, 1.1 eq) was then added and the mixture was allowed to reach 25 0C before being neutralized with water (20 mL) and extracted with diethylether (3 chiltheta mL). The combined organic layers were dried over sodium sulfate before being evaporated. The crude product was distilled under vacuum to afford pure 2-chloro-6-trifluoromethoxy-5-trimethylsilylpyridine (47, 1.5 g, 5.5 mmol, 68%) as a colorless oil; b.p. 89-93 0C / 14 mbar.1H NMR (CDCl3, 300 MHz): delta = 7.78 (d, J = 7.6 Hz, 1 H), 7.22 (d, J = 7.6 Hz, 1 H), 0.34 (s, 9 H). – 13C NMR (CDCl3, 75 MHz): delta = 159.5, 149.8, 147.7, 147.3, 121.5, 120.4 (q, J= 260 Hz), -1.7.

With the rapid development of chemical substances, we look forward to future research findings about 1221171-70-5.

Reference:
Patent; BAYER CROPSCIENCE AG; PAZENOK, Sergii; VORS, Jean-Pierre; LEROUX, Frederic, R.; MANTEAU, Baptiste; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE; UNIVERSITE DE STRASBOURG; WO2010/40461; (2010); 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. 917918-84-4, name is 2-Bromo-5-fluoro-4-methyl-3-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C6H4BrFN2O2

Example 7; Preparation of Compound J’ from Compound da; Compound da (800 g, 3.404 mol), lithium methoxide (12.9 g, 0.34 mol) and DMF (5.6 L) was charged to an inert 20 L Korzun reactor. Then DMF-dimethyl acetal c. (2.02 kg, 17.1 mol) was added. The resulting homogeneous solution was warmed to 80-85 C. and held at this temperature until HPLC analysis of the crude reaction mixture indicated that less than 0.5 relative area percent (RAP) of compound da remained. The reaction mixture was cooled to 5-10 C. Water (9 L) was charged to the reactor maintaining the temperature below 45 C. The resulting slurry was cooled to 0-5 C. and held at this temperature for 1 h. The crystals were collected via filtration. The cake was washed with deionized water (6 L) and dried at 45 C. under vacuum to give J’ as a light brown solid (890 g, 90%, HPLC AP 98.1). 1H NMR (300 MHz, d6-DMSO) delta8.02 (d, JF-H=4.2 Hz, 1H), 7.47 (dd, J=13.0 Hz, JF-H=1.7 Hz, 1H), 4.20 (d, J=13.0 Hz, 1H), 3.14 (s, 6H); 13C NMR (75 MHz, d6-DMSO): delta153.9 (d, JF-C=255 Hz), 151.6, 151.4, 141.9, 136.4 (d, JF-C=27 Hz), 131.0 (d, JF-C=15 Hz), 126.1 (d, JF-C=2 Hz), 78.8.

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, 917918-84-4, 2-Bromo-5-fluoro-4-methyl-3-nitropyridine.

Reference:
Patent; Bristol-Myers Squibb Company; US2006/293304; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 90145-48-5 ,Some common heterocyclic compound, 90145-48-5, molecular formula is C6H5BrN2O, 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.

5-methoxybenzofuran boronic acid (1.2 mmol), 5-bromopyridine-2-carboxamide (1.0 mmol), Pd(PPh3)2Cl2 (0.024 mmol) and NEt3 (317 muL) were mixed in EtOH (10 mL) in a 20 mL microwave vial. The mixture was stirred at 140 C. for 10 min in a microwave reactor, filtered, and the precipitate was washed with water and EtOAc and dried under vacuum to afford the title compound (75 mg). 1H NMR delta ppm 9.10 (d, 1H) 8.34 (dd, 1H) 8.21 (br. s., 1H) 8.00 (d, 1H) 7.52-7.72 (m, 3H) 7.25 (d, 1H) 7.00 (dd, 1H) 3.82 (s, 3H); MS m/z 269 (M+H).

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. 90145-48-5, 5-Bromopyridine-2-carboxamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AstraZeneca AB; US2008/221149; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem