Day: September 10, 2021

Synthetic Route of 1196154-43-4, 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.1196154-43-4, name is Ethyl 2-chloro-6-(trifluoromethyl)isonicotinate, molecular formula is C9H7ClF3NO2, molecular weight is 253.6056, as common compound, the synthetic route is as follows.

Step 3: 2-[2-chloro-6-(trifluoromethyl)pyridin-4-yl]propan-2-ol Ethyl 2-chloro-6-(trifluoromethyl)isonicotinate (0.35 g, 1.4 mmol) was dissolved in tetrahydrofuran (13.8 mL) and was cooled to -78 C., then 3.0 M methylmagnesium bromide in ether (1.4 mL, 4.1 mmol) was added. The reaction was stirred at -78 C. for 3 hours at which time LCMS analysis showed absence of starting material. The reaction was quenched with saturated NH4Cl and was partitioned between water/1 N HCl and EtOAc, the phases were separated and the aqueous phase was washed with additional EtOAc. The combined organic phase was washed with water, saturated NaCl, dried over MgSO4, filtered and evaporated to dryness to provide the crude product. NMR analysis showed that it consisted of a ?1:1 mixture of the alcohol and the methyl ketone intermediate. The crude material used in the next reaction without purification. NMR 400 MHz NMR(CDCl3): delta 7.70 (s, 1H), 7.63 (s, 1H), 1.60 (s, 6H)

Statistics shows that 1196154-43-4 is playing an increasingly important role. we look forward to future research findings about Ethyl 2-chloro-6-(trifluoromethyl)isonicotinate.

Reference:
Patent; Incyte Corporation; Vaddi, Krishna; US2015/246046; (2015); 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 865156-50-9, name is (4-Bromopyridin-2-yl)methanamine. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 865156-50-9

Compound 39.2. N-((4-Bromopyridin-2-yl)methyl)formamide. To a 500-mL round-bottom flask, was placed (4-bromopyridin-2-yl)methanamine (compound 39.1, 8.0 g, crude) and formic acid (200 mL). The solution was stirred for 2 h at 100 C, then cooled and the pH was adjusted to 7 by careful and slow addition of aqueous sodium carbonate (sat.). The aqueous phase was extracted with ethyl acetate (3 x 200 mL) and the combined organic layers were washed with brine (3 x 30 mL), dried (Na2S04), filtered, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography with ethyl acetate as the eluent to yield the title compound as a yellow oil (8.0 g, 90% pure, 65% yield over 2 steps).

With the rapid development of chemical substances, we look forward to future research findings about 865156-50-9.

Reference:
Patent; 3-V BIOSCIENCES, INC.; OSLOB, Johan D.; MCDOWELL, Robert S.; JOHNSON, Russell; YANG, Hanbiao; EVANCHIK, Marc; ZAHARIA, Cristiana A.; CAI, Haiying; HU, Lily W.; WO2014/8197; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 107504-08-5, Adding some certain compound to certain chemical reactions, such as: 107504-08-5, name is 5-Fluoro-2-picolinic acid,molecular formula is C6H4FNO2, 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 107504-08-5.

5-Fluoro-2-pyridinecarboxylic acid (0.10 mg, 0.68 mmol) was added to a solution of 4- (4,6-dimethoxy-l,3,5-triazin-2-yl)-4-methylmo holinium chloride (205 mg, 0.74 mmol) in MeOH (3 mL). The mixture was stirred at room temperature for 5 minutes. The mixture was cooled to 0 C and a solution of (R)-6-(5-amino-2-fluoro-phenyl)-6- methyl-5,6-dihydro-imidazo[l,2-a]pyrazin-8-ylamine (160 mg, 0.62 mmol) in MeOH (3 mL) was added. The mixture was warmed to room temperature and stirred for 18 hours. The mixture was treated with sat. Na2C03 and water and extracted with DCM. The organic layer was separated, dried (Na2S04), filtered and concentrated in vacuo. The crude product was purified by flash column chromatography (silica; 7N H3 in MeOH in DCM 0/100 to 3/97). The desired fractions were collected and the solvents evaporated in vacuo. The residue was triturated with diethyl ether, filtered and dried in vacuo to yield (R)-5-fluoro-pyridine-2-carboxylic acid [3-(8-amino-6-methyl-5,6- dihydro-imidazo[l,2-a]pyrazin-6-yl)-4-fluoro-phenyl]-amide (0.088 g, 37% yield) as a white 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. 107504-08-5, 5-Fluoro-2-picolinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; TRABANCO-SUAREZ, Andres, Avelino; DELGADO-JIMENEZ, Francisca; VEGA RAMIRO, Juan, Antonio; TRESADERN, Gary, John; GIJSEN, Henricus, Jacobus, Maria; OEHLRICH, Daniel; WO2012/85038; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 67346-74-1 , The common heterocyclic compound, 67346-74-1, name is 3-Ethynylpyridin-2-amine, molecular formula is C7H6N2, 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 tetrahydrofuran (3 mL) solution of (3-butoxy-phenyl)-acetohydroximoyl chloride (150 mg, 0.621 mmol) described in Manufacturing Example 65-1-4 and 3-ethynyl-pyridin-2-ylamine (47 mg, 0.396 mmol) described in Manufacturing Example 1-2-3 was added triethylamine (216 muL, 1.55 mmol) at room temperature, which was stirred for 2 hours at 50° C. Water was added to the reaction solution at room temperature, which was then extracted with ethyl acetate. The organic layer was washed with water and saturated aqueous sodium chloride, and dried over anhydrous magnesium sulfate. The solvent was evaporated under a reduced pressure. The residue was purified by NH silica gel column chromatography (heptane:ethyl acetate=4:1-2:1) to obtain the title compound (33 mg, 8percent). 1H-NMR Spectrum (CDCl3) delta (ppm): 0.95-0.99 (3H, m), 1.46-1.51 (2H, m), 1.72-1.79 (2H, m), 3.93-3.96 (2H, m), 4.02 (2H, s), 5.51 (2H, brs), 6.27 (1H, s), 6.70-6.73 (1H, m), 6.79-6.86 (4H, m), 7.71-7.73 (1H, m), 8.12-8.13 (1H, m).

The synthetic route of 67346-74-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Eisai R&D Management Co., Ltd.; US2007/105904; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 79574-70-2, 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. 79574-70-2, name is 3-Acetyl-2-fluoropyridine, molecular formula is C7H6FNO, 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.

Step 2: 3-methyl-lH-pyrazolo[3,4-b]pyridine (36-2); A stirred solution of 1.1 Og (7.91 mmol) of l-(2-fluoropyridine-3-yl)ethanone in 5 mL of ethylene glycol under nitrogen was treated with 265 muL (8.31 mmol) of hydrazine. This solution was stirred for 2 hours at room temperature and then heated at 165C for 1.5 hours. The solution was cooled to room temperature, poured into CH2CI2 (25 mL), and extracted with H2O (2×50 mL). The organic portions were combined, dried (MgSO-O, filtered and concentrated in vacuo to give the title product as a fluffy off-white solid. lH NMR (CDCI3): delta 2.6 l(s, 3H), 7.14(m,lH), 8.06(dd,lH), 8.58(dd,lH), 11.18(br s, IH).

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 79574-70-2, 3-Acetyl-2-fluoropyridine.

Reference:
Patent; MERCK & CO., INC.; WO2008/76223; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 101083-92-5, 5-Nitro-1H-pyrrolo[2,3-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, name: 5-Nitro-1H-pyrrolo[2,3-b]pyridine, blongs to pyridine-derivatives compound. name: 5-Nitro-1H-pyrrolo[2,3-b]pyridine

5-nitro-1 H-pyrrolo[2,3-b]pyridine (960 mg; 5.89 mmol) and K2C03 (1 .22 g; 8.83 mmol) are dissolved in DMF (20 mL) and stirred for 30 min at rt. lodomethane (SM-5b) (554 muL; 8.83 mmol) is added dropwise and stirring is continued at rt for 18 h. The reaction mixture is poured onto ice water, the resulting precipitate is collected by filtration and dried in vacuo to give 1 -methyl-5-nitro-1 H-pyrrolo[2,3-b]pyridine (HPLC-MS: tRet. = 0.98 min; MS (M+H)+ = 178; method 1 ).

The synthetic route of 101083-92-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; STEURER, Steffen; DAHMANN, Georg; KERRES, Nina; KOEGL, Manfred; (210 pag.)WO2018/108704; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 100-48-1, 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 100-48-1 as follows.

Example 3: Accumulating reaction of the 2-hydroxy-4-substituted pyridine using a resting bacterial cell of Delftia species YGK-A649 As in Example 1, the Delftia species YGK-A649 (FERM BP-10389) was cultured, and thus, the bacterial cells in 200 mL of the culture were collected by centrifugation to obtain the resting bacterial cell. The resting bacterial cells were added to 100 mL of a 0.1 M potassium phosphate buffer (adjusted to pH 7.0) containing 4-substituted pyridine described in Table 2 (0.5 w/v%) respectively, and were suspended. The suspension was charged to a reaction vessel (100 mL volume) capable of shaking, aerating, controlling temperature, and controlling pH, and a reaction was carried out at 27C, and pH 7.0, while shaking and aerating. After the reaction for 44 hours, the 2-hydroxy-4-substituted pyridine was measured. The reaction products were identified by HPLC analysis and HPLC–MS. The results are shown in Table 2.One hundred mL of isopropanol was added to the resulting broth containing 0.27 g of 2-hydroxy-4-pyridinaldoxime obtained from the reaction with 4-pyridinaldoxime as a substance. After shaking for 30 minutes, the solid contents were removed by filtration. After an addition of 100 mL of water to the filtrate, the whole was concentrated under a reduced pressure, whereby isopropanol was removed to precipitate the crystals. The precipitated crystals were separated by filtration to obtain 0.20 g of crude crystals. The resulting crystals were washed by water, and then were separated by filtration to obtain 0.15 g of white crystals of 2-hydroxy-4-pyridinaldoxime (rate of isolated yield = 53%). The structure of the crystals was identified by IR analysis, proton NMR analysis and MS analysis. IR (KBr, cm-1); 3180, 3070, 2920, 1660, 1520, 1430, 1330, 1300, 1250, 1000, 900, 870, 800, 770 1H-NMR(Dimethylsulfoxide, ppm) ; 11.78 (1H, s), 11.48(1H, s), 7.95(1H, s), 7.29(1H, d), 6.40 (1.H, s), 6.40(1H, d) MS (MH+) ; 139; Example 4: Accumulating reaction of the 2-hydroxy-4-substituted pyridine using a resting bacterial cell of each bacteria As in Example 1, the Delftia species YGK-A649 (FERM BP-10389), Delftia species YGK-C217 (FERM BP-10388), or Acidovorax species YGK-A854 (FERM BP-10387) was cultured, and then each bacteria in 10 mL of the culture was collected by centrifugation to obtain the resting bacterial cells. Then each resting bacterial cells were added to 2 mL of a 0.1 M boric acid-sodium hydrate buffer (adjusted to pH7.0) containing 4-substituted pyridine described in Table 3 (0.5 w/v%) respectively, and were suspended. Then each suspension was charged to a reaction vessel (15 mL volume) and a reaction was carried out at 27C, pH7.0, while shaking. After the reaction for 44 hours, each 2-hydroxy-4-substituted pyridine was measured. The results are shown in Table 3.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,100-48-1, its application will become more common.

Reference:
Patent; YUKI GOSEI KOGYO CO., LTD.; EP1801102; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 766-16-5, 4-Fluoro-2-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, 766-16-5, blongs to pyridine-derivatives compound. Computed Properties of C6H6FN

INTERMEDIATE 19 4-(3 -Iodo- 1 H-p yrazol- 1 – ylV 2-methylpyridine To a stirred solution of 4-fluoro-2-methylpyridine (1 g, 9.0 mmol) and 3-iodo-lH- pyrazole (1.76 g, 9.1 mmol) in DMSO was added NaH ( 60% in oil, 0.45 g, 11.25 mmol) in portion at 0 C. The mixture was stirred at room temparature for 30 min or until bubbling ceased, then warmed to 90 C and stirred at 90 C for 4 h. The reaction mixture was cooled to room temperature, partitioned between EtOAc and water. The aqueous was extracted with EtOAc three times. The organic phases were combined, dried over Na2S04 and concentrated in vacuo to give the crude product. This was purified by flash chromatography (Isco CombiFlash, 120 g Silica gel column, 0-100% EtOAc in hexanes) to afford 4-(3-iodo-lH-pyrazol-l-yl)-2-methylpyridine. LCMS calc. = 285.98; found = 285.92 (M+H)+. NMR (500 MHz, CDC13): delta 8.57 (br s, 1 H); 7.87 (br s, 1 H); 7.56 (br s, 1 H); 7.35 (br s, 1 H); 6.71 (br s, 1 H); 2.66 (s, 3 H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,766-16-5, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MOCHIDA PHARMACEUTICAL CO., LTD.; SMITH, Cameron, James; TAN, John, Qiang; ZHANG, Ting; BALKOVEC, James; GREENLEE, William, John; GUO, Liangqin; XU, Jiayi; CHEN, Yi-heng; CHEN, Yili; CHACKALAMANNIL, Samuel; HIRABAYASHI, Tomokazu; NAGASUE, Hiroshi; OGAWA, Kouki; WO2014/120346; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 82257-15-6, 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.82257-15-6, name is 4-Methoxypyridine-3-carboxaldehyde, molecular formula is C7H7NO2, molecular weight is 137.14, as common compound, the synthetic route is as follows.

General procedure: Method F: Synthesis of (Z)-2-(6-X-lH-indol-3-yl)-3-(4-methoxypyridin-3- yl)acrylonitrile To a solution of tert-butyl 6-X-3-(cyanomethyl)-lH-indole-l-carboxylate(l eq) in THF, was added NaH (eq). The resulting mixture was stirred 10 min at room temperature and 4-methoxynicotinaldehyde (1.3 eq) was added with one drop of DMF. The mixture was stirred at room temperature hidden from light. The reaction was quenched with aqueous NH4C1 and extracted with AcOEt, dried over Na2S04, filtrated and concentrated. The residue was dissolved with THF and NaOH 2.5 M was added. The system was stirred at room temperature hidden from light, diluted with AcOEt, dried over Na2S04, filtrated and concentrated. The residue was taken off with a minimal amount of AcOEt and filtrated to give the title compound.

Statistics shows that 82257-15-6 is playing an increasingly important role. we look forward to future research findings about 4-Methoxypyridine-3-carboxaldehyde.

Reference:
Patent; BIOKINESIS; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE; BOUGERET, Cecile; GUILLOU, Catherine; ROULEAU, Julien; RIVOLLIER, Julie; CARNIATO, Denis; WO2014/86964; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 88912-27-0, Adding some certain compound to certain chemical reactions, such as: 88912-27-0, name is 3-Chloroisonicotinic acid,molecular formula is C6H4ClNO2, 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 88912-27-0.

Reference Production Example 31A mixture of 0.60 g of 2-amino-4-(trifluoromethylthio)phenol, 0.45 g of 3- chloroisonicotinic acid, 0.71 g of WSC and 6 ml of pyridine was stirred while heating at 80C for three hours. The reaction mixture was cooled to room temperature, and then water was added to the reaction mixture, followed by extraction with ethyl acetate three times. The combined organic layers were washed with water and a saturated sodium chloride solution, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 0.63 g of 3 -chloro-N- [2-hydroxy-5 -(trifluoromethylthio)pheny 1] isonicotinamide.1H-NMR (DMSO-de) delta: 10.89 (br s, IH), 10.14 (br s, IH), 8.74 (s, IH), 8.63 (d, J=4.8 Hz, IH), 8.31 (d, J=2.2 Hz, IH), 7.63 (d, J=4.8 Hz, IH), 7.39 (dd, J=8.5, 2.2 Hz, IH), 7.03 (d, J=8.5 Hz, IH)

According to the analysis of related databases, 88912-27-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; OTSUKI, Junko; WO2011/40629; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem