Month: April 2022

Related Products of 129432-25-3, 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 129432-25-3, name is 2,6-Dichloro-4-methylpyridin-3-amine. This compound has unique chemical properties. The synthetic route is as follows.

a 5-Bromo-2-chloro-N-(2,6-dichloro-4-methyl-3-pyridinyl)-3-pyridinecarboxamide 3-Amino-2,6-dichloro-4-methylpyridine (0.51 g, 2.85 mmol) was dissolved in toluene (35 mL) and pyridine (0.27 mL, 3.28 mmol) was added. 5-Bromo-2-chloro-3-pyridinecarbonyl chloride (0.80 g, 3.14 mmol) was then added dropwise over 30 min. The resulting mixture was stirred at room temperature for 1 h, diluted with water and extracted with toluene (2*). The combined organic extracts were dried (MgSO4), filtered and concentrated under reduced pressure. The resulting thick oil was triturated with CH2Cl2, and the white solid collected via suction filtration to give the title compound (0.41 g, 36% yield).

According to the analysis of related databases, 129432-25-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Simoneau, Bruno; US2002/28807; (2002); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 18699-87-1 ,Some common heterocyclic compound, 18699-87-1, molecular formula is C6H6N2O2, 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.

Preparation 2. l-allyl-2,3-dimemyl-lNo.-pyrrolo[2,3-c]pyridin-7-carbaldehyde; Step 1: 2-formyl-3-nitropyridine; A solution of 2-methyl-3-nitropyridine (10.16 g, 72.46 mmol) prepared in Step 1 ofPreparation 1 and selenium dioxide (8.84 g, 79.71 mmol) in 1,4-dioxane (80 ml) wasrefluxed for 2 days. The reaction mixture was cooled to room temperature and thenfiltered. The filtrate was concentrated under reduced pressure. The resulting residuewas purified with silica gel column chromatography (ethyl acetate/n-hexane=l/2, v/v)to give 12.8 g of the titled compound as red oil.lH-NMR(400MHz, CDCy 5 10.27(s, 1H), 9.00(d, 1H), 8.28(t, 1H), 7.76(d, 1H)

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. 18699-87-1, 2-Methyl-3-nitropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; YUHAN CORPORATION; JANG, Sun-Young; WO2006/25717; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 86604-78-6, Adding some certain compound to certain chemical reactions, such as: 86604-78-6, name is 3,5-Dimethyl-4-methoxy-2-pyridinemethanol,molecular formula is C9H13NO2, 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 86604-78-6.

Example 21: Synthesis of 1- [4- (2, 3-dihydrobenzofuran-7-yl) -2-hydroxy-4-methyl-2- TRIFLUOROMETHYLPENTYL]-2-HYDROXYMETHYL-3, 5-DIMETHYL-LH-PYRIDIN-4-ONE A mixture of (4-methoxy-3, 5-DIMETHYLPYRIDIN-2-YL) methanol (1.0 g) and anhydrous lithium chloride (0.76 mg) in dimethylformamide (10 mL) was heated at reflux for 43 hours. Sodium hydroxide solution (10% w/v, 30 ML) was then added and the resulting solution was extracted twice with diethyl ether. The aqueous phase was neutralized with 1N HC1 (21 mL) and the volatiles were removed in vacuo. The resulting solid was purified by column chromatography with silica gel (eluted with 10% methanol-methylene chloride). Product-rich fractions were combined, concentrated IN VACUO, and triturated with chloroform-acetonitrile (4: 1) to afford the product, 2-hydroxymethyl-3,5-dimethylpyridin-4-ol, as a white solid (0.78 g). To a suspension OF 7- [1, 1-DIMETHYL-2- (2-TRIFLUOROMETHYLOXIRANYL) ETHYL]-2, 3-dihydrobenzofuran (30.0 mg) and 2-hydroxymethyl-3, 5-dimethylpyridin-4-ol (32.2 mg) in anhydrous ethanol (0.25 mL) was added sodium ethoxide (21 wt. % solution in ethanol, 39.0 PL). After heating at 85C for 18 hours, the reaction mixture was diluted with ethyl acetate, dried over sodium sulfate, filtered, and concentrated in vacuo. The residue was purified by column chromatography with silica gel (eluted with 4% to 7% methanol-methylene chloride) to give the title compound as a white solid (10.4 mg), m. p. 160C-162C.

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. 86604-78-6, 3,5-Dimethyl-4-methoxy-2-pyridinemethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOEHRINGER INGELHEIM PHARMACEUTICALS, INC.; WO2004/63163; (2004); 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.109306-86-7, name is 2-(2-Bromophenyl)pyridine, molecular formula is C11H8BrN, molecular weight is 234.09, as common compound, the synthetic route is as follows.Application In Synthesis of 2-(2-Bromophenyl)pyridine

Compound 152-3 6.3g (26.86mmol) and sodium azide 3.49 g (53.72mmol), palladium acetate 904mg (4.24mmol),Cerium (IV) sulfate, 17.8g (53.72mmol), Iron (II) chloride 871mg (5.66mmol) was dissolved in 100mL DMSO and stirred at 100C for 79 hours. After the reaction was completed, extracted with ethyl acetate and H2O, separation and purification by column chromatography using Hex / EA to give the title compound 152-2 2.9g (43%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,109306-86-7, 2-(2-Bromophenyl)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; HEESUNG MATERIAL CO., LTD; KIM, JI-HEE; KIM, YOUNG WOO; LEE, JIN WOO; UHM, SONG JIN; LEE, JU DONG; (45 pag.)KR2015/74833; (2015); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 79491-46-6, 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 79491-46-6, name is 2,6-Dibromo-3-methoxy-5-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows.

Alternate Procedures Useful for the Synthesis of Compound 39 Preparation of 5,7-dibromo-4-methoxy-7-azaindole 36: Vinylmagnesium bromide (0.85 M in THF, 97.7 mL, 83.0 mmol) was added over 30 min. to a stirring solution of 2,6-dibromo-3-methoxy-5-nitropyridine (7.4 g, 23.7 mmol) in THF (160 mL) at -75 C. The solution was stirred 1 h at -75 C., overnight at -20 C., recooled to -75 C. and quenched with saturated aqueous NH4Cl (~100 mL). The reaction mixture was allowed to warm to rt, washed with brine (~100 mL) and extracted with Et2O (150 mL) and CH2Cl2 (2*100 mL). The combined organics were dried (MgSO4), filtered and concentrated. The residue was purified by flash column chromatography (SiO2, 3:1 hexanes/EtOAc) to yield 5,7-dibromo-4-methoxy-7-azaindole 36 (1.10 g, 3.60 mmol, 15%) as a pale yellow solid.

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 79491-46-6, 2,6-Dibromo-3-methoxy-5-nitropyridine.

Reference:
Patent; Wang, Tao; Wallace, Owen B.; Zhang, Zhongxing; Meanwell, Nicholas A.; Bender, John A.; US2002/119982; (2002); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 851484-95-2, 2-Chloro-5-fluoronicotinaldehyde, 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, Computed Properties of C6H3ClFNO, blongs to pyridine-derivatives compound. Computed Properties of C6H3ClFNO

To a suspension of methyltriphenylphosphonium bromide (0.68 g, 1.92 mmol) in anhydrous THF (20 ml), n-BuLi (1.06 ml of a 1.6 M solution in Cy, 1.69 mmol) was added under nitrogen at -78 C. The cold bath was then removed and the reaction was allowed to reach room temperature and stirred for 1 h. To the resulting suspension at 0 C., a solution of 2-chloro-5-fluoro-3-pyridinecarbaldehyde (0.18 g, 1.13 mmol) dissolved in THF (10 ml) was slowly added. Stirring was maintained at room temperature for 4 h. The reaction was quenched with water (8 ml), the two phases were separated and the aqueous layer back-extracted with DCM. The organic phase was dried (Na2SO4) and the solvent was removed under reduced pressure. Purification by flash chromatography on silica gel (Cy/EtOAc 95/5) gave the title compound D41 (0.05 g, 0.27 mmol, 24% yield).UPLC: rt=0.70 min, peaks observed: 158 (M+1, 100%) and 160 (M+1, 33%). C7H5ClFN requires 157. 1H NMR (400 MHz, CDCl3) delta (ppm): 8.20 (d, 1H), 7.62 (dd, 1H), 7.01 (ddd, 1H), 5.83 (d, 1H), 5.59 (d, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,851484-95-2, 2-Chloro-5-fluoronicotinaldehyde, and friends who are interested can also refer to it.

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

Application of 92276-38-5, 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. 92276-38-5, name is 6-Bromo-3H-[1,2,3]triazolo[4,5-b]pyridine. A new synthetic method of this compound is introduced below.

General procedure: To a stirred solution of 6-bromo-1H-i,2,3-triazolo[4,5-b]pyridine (250 mg, 1.26 mmol) in DMF (5 mL) at rt was added 60% sodium hydride in mineral oil (55 mg, 1.38 mmol) and the mixture was stirred at rt for 30 mins. (2-(Chloromethoxy)ethyl)trimethylsilane (419 mg, 2.51 mmol) was added and the mixture was stirred for 15 h. The reaction mixture was partitioned between water and EtOAc and the aqueous layer was separated and further extracted with EtOAc. The combined organic layers were dried over MgSO4, filtered, and concentrated under reduced pressure. The residue was purified by silica gel flash chromatography eluting with 0 – 20% EtOAc in hexanes to afford a 1:1 mixture of 6-bromo- 1 -((2- (trimethylsilyl)ethoxy)methyl)- 1H- [1,2,3 ]triazolo [4,5-b]pyridine and 6-bromo-3 -((2- (trimethylsilyl)ethoxy)methyl)-3H- [1,2,3 ]triazolo[4,5 -b]pyridine (240 mg) as an oil, which was not purified further. LC-MS (ESI) mlz 329 and 331 (M+H).v [000223] Step 2: A 1:1 mixture of N-(5 -(1,1,1 -trifluoro-2-methylpropan-2-yl)isoxazol-3 – yl)-2-(4-(l -((2-(trimethylsilyl)ethoxy)methyl)- 1H- [1,2,3 ]triazolo [4,5 -b]pyridin-6- yl)phenyl)acetamide and N-(5 -(1,1,1 -trifluoro-2-methylpropan-2-yl)isoxazol-3 -yl)-2-(4-(3 -((2- (trimethylsilyl)ethoxy)methyl)-3H- [1,2,3 ]triazolo [4,5 -b]pyridin-6-yl)phenyl)acetamide (71 mg, 40%) was obtained as a solid using a procedure analogous to that described in Step 3 of Example4, substituting the product obtained from Step 1 of this example for the 2-chloro-6,7- dimethoxyquinoxaline used in Example 4 and substituting 2-(4-(4,4,5,5-tetramethyl-1,3,2- dioxaborolan-2-yl)phenyl)-N-(5 -(1,1,1 -trifluoro-2-methylpropan-2-yl)isoxazol-3 -yl)acetamide (Ref: S. Abraham et al, WO 2011022473 Al) for the 2-(2-fluoro-4-(4,4,5,5-tetramethyl-l,3,2- dioxaborolan-2-yl)phenyl)-N-(5 -(1 -(trifluoromethyl)cyclopropyl)isoxazol-3 -yl)acetamide used in Example 4. LC-MS (ESI) mlz 561 (M+H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,92276-38-5, 6-Bromo-3H-[1,2,3]triazolo[4,5-b]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; AMBIT BIOSCIENCES CORPORATION; HOLLADAY, Mark, W.; LIU, Gang; ROWBOTTOM, Martin, W.; WO2015/31613; (2015); A1;,
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. 75279-39-9, name is N-(4-Aminopyridin-2-yl)acetamide. A new synthetic method of this compound is introduced below., Safety of N-(4-Aminopyridin-2-yl)acetamide

Step G 2,4-Diaminopyridine, dihydrochloride 4-Amino-2-acetylaminopyridine (150 mg, 1.0 mmol) was dissolved in 5 mL of concentrated aqueous ammonium hydroxide and heated in a glass pressure tube for 18 h at 100 C. The solvent was removed under reduced pressure and the residue dissolved in 3 mL of 2N HCl. The solvent was removed under reduced pressure and the product isolated by recrystallization from ethanol to give 102 mg of the bis hydrochloride salt. 1 H NMR (200 MHz, CD3 OD) delta 7.35 (bs, 1H); 6.12 (d, 1H, J=5 Hz); 5.79 (bs, 1H). Mass spectrum (FAB): m/e=110 (M+1).

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, 75279-39-9, N-(4-Aminopyridin-2-yl)acetamide.

Reference:
Patent; Merck & Co., Inc.; US5972975; (1999); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 77199-09-8, Adding some certain compound to certain chemical reactions, such as: 77199-09-8, name is Ethyl 5-bromopicolinate,molecular formula is C8H8BrNO2, 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 77199-09-8.

Under the protection of N2, PdCl2(dppf) (1.80 g, 0.0025 mol) was added to an anhydrous 1,4-dioxane (200 mL) solution of ethyl 5-bromo-2-picolinate (10.00 g, 0.043 mol), bis(pinacolato)diboron (12.20 g, 0.048 mol) and anhydrous potassium acetate (13.00 g, 0.13 mol), and the resulting mixture was heated to 100 C to react overnight. After cooling and concentration under reduced pressure, water and ethyl acetate were added to the residue, stirred for 15 min, and filtered through Celite, and the Celite was rinsed with ethyl acetate. After the filtrate was layered, the aqueous phase was extracted with ethyl acetate once. The ethyl acetate phases were combined, washed with a saturated sodium chloride aqueous solution, dried with anhydrous sodium sulfate, and concentrated to obtain a black residue, which was separated through a silica gel column (ethyl acetate/petroleum ether=1:10-1:2) to obtain a white solid product (9.03 g, 75%). 1H NMR (400 MHz, CDCl3,) delta 9.06 (d, J=1.6 Hz, 1H), 8.21 (dd, J=7.6 Hz, J=1.6 Hz, 1H), 8.10 (d, J=7.6 Hz, 1H), 4.48 (q, J=7.2 Hz, 2H), 1.45 (t, J=7.2 Hz, 3H), 1.37 (s, 12H).

According to the analysis of related databases, 77199-09-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Chia Tai Tianqing Pharmaceutical Group Co.,Ltd; Centaurus BioPharma Co., Ltd.; Lianyungang Runzhong Pharmaceutical Co., Ltd.; LI, Jijun; WU, Wei; ZHU, Yan; WANG, Huting; ZHAO, Lijia; HE, Weinan; SUN, Yinghui; PENG, Yong; HAN, Yongxin; (108 pag.)EP3412669; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 936011-17-5, 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. 936011-17-5, name is 5-Bromo-2-methoxyisonicotinaldehyde, molecular formula is C7H6BrNO2, 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.

A mixture of 5-bromo-2-methoxypyridine-4-carbaldehyde (430 mg, 1.99 mmol), 4-(tributylstannyl)-1-(triphenylmethyl)-1H-imidazole (Intermediate A, 1800 mg, 3.0 mmol) and PdAMPHOS (142 mg, 0.20 mmol) in acetonitrile (20 mL) was stirred at 100 C. for 8 h under N2 atmosphere. The resulting reaction mixture was diluted with water (40 mL) and extracted with ethyl acetate (80 mL*2). The combined organic phase was washed with brine, and dried over Na2SO4. The solvent was removed under reduced pressure and the residue was purified by flash chromatography eluting with petroleum ether: ethyl acetate (7:3) to yield 2-methoxy-5-[1-(triphenylmethyl)-1H-imidazol-4-yl]pyridine-4-carbaldehyde (630 mg, 71%) as yellow solid. MS: m/z=446.0 [M+H]+.

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 936011-17-5, 5-Bromo-2-methoxyisonicotinaldehyde.

Reference:
Patent; Merck Patent GmbH; SHERER, Brian A.; (167 pag.)US2016/75711; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem