Tag: M.W:200-300

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. 89282-03-1, name is 3-Iodopyridin-4-ol, molecular formula is C5H4INO, 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. Safety of 3-Iodopyridin-4-ol

General procedure: Dry DMF (6.0 mL) was added to methyl 4-hydroxy-3-iodobenzoate (0.56 g, 2.0 mmol), ethynylboronic acid MIDA ester (0.47 g, 2.6 mmol), CuI (38 mg, 0.20mmol), PdCl2(Ph3P)2 (70 mg, 0.10 mmol) and Ph3P (52 mg, 0.20 mmol) under N2. 1,1,3,3-Tetramethylguanidine(TMG) (0.30 mL, 2.4 mmol) was added to the resulting solution under N2. The reactionmixture was stirred at 50 Cfor 22 h under N2. The resulting mixture was diluted with water to form aprecipitate, which was filtered, washed with water and dried at room temperature. The obtained solid was dissolved in acetone and purified by flash chromatography (SiO2, CH2Cl2 : MeOH = 10 : 1). The eluted material was washed with hot EtOH and dried to give 1A (493.6 mg, 75%) as a pale brown solid;

With the rapid development of chemical substances, we look forward to future research findings about 89282-03-1.

Reference:
Article; Sakurai, Yohji; Heterocycles; vol. 94; 7; (2017); p. 1322 – 1336;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 3430-18-0, Adding some certain compound to certain chemical reactions, such as: 3430-18-0, name is 2,5-Dibromo-3-methylpyridine,molecular formula is C6H5Br2N, 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 3430-18-0.

A) 5-bromo-2-methoxy-3-methyI-pyridine. A suspension of 2,5-dibromo-3-methylpyridine (2.08 g, 8.3 mmol) in a 2 M solution of sodium methoxide in methanol (17 mL) was heated by single node microwave irradiation at 120 C for 40 minutes. The reaction mixture was poured onto a mixture of ice and 1 M aqueous hydrochloric acid and extracted with two portions of dichloromethane. The combined organic layers were dried, filtered and concentrated in vacuo to give 1.57 g (89 %) of the sub-title compound which was used without further purification.1H NMR (400 MHz; chloroform-d as solvent and internal reference) delta(ppm) 8.02 (d, IH, J = 2.3 Hz), 7.45 – 7.47 (m, IH), 3.92 (s, 3H), 2.16 (broad s, 3H).

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. 3430-18-0, 2,5-Dibromo-3-methylpyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; WO2007/8143; (2007); 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.1049744-89-9, name is 2-Hydrazino-5-(trifluoromethyl)pyridine, HCl, molecular formula is C6H7ClF3N3, molecular weight is 213.59, as common compound, the synthetic route is as follows.Computed Properties of C6H7ClF3N3

A solution of 2-chloro-6- [3 -(diethoxymethyl)- 1,2,4-oxadiazol-5-yl]pyridine (750 mg, 2.58 mmol) in MeCN(10 mL) was treated with 10% HC1 (3 mL, 9 mmol) andstirred at 85 C for 3 h. The resulting solution was thencooled to RT and treated with 2-hydrazino-5-(trifluoromethyl)pyridine hydrochloride (943 mg, 2.71 mmol). After stirring for 1.5 h at RT the finesuspension was diluted with water (15 mL) and filtered. The filtercake was washed with water (10 mL) and dried at room temperature to give the title compound as a brown solid (790 mg, 92% purity, 1.97 mmol, 76%, >95:5 mixture of stereoisomers).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1049744-89-9, 2-Hydrazino-5-(trifluoromethyl)pyridine, HCl, and friends who are interested can also refer to it.

Reference:
Patent; BAYER CROPSCIENCE AKTIENGESELLSCHAFT; KENNEDY, Jason W. J.; VON MORGENSTERN, Sascha; (37 pag.)WO2016/135062; (2016); 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.929617-30-1, name is 5-Bromo-3-methyl-1H-pyrazolo[3,4-c]pyridine, molecular formula is C7H6BrN3, molecular weight is 212.05, as common compound, the synthetic route is as follows.Recommanded Product: 929617-30-1

Step 4: To a solution of 5-bromo-3-methyl-lH-pyrazolo[3,4-c]pyridine (106 mg,0.5 mmol) in DMF (5 mL) was added Pd(dppf)Cl2 (20 mg), saturated solution of Na2C03 (1 mL) and lH-pyrazol-4-ylboronic acid (67 mg, 0.6 mmol). Under argon, the mixture was stirred under microwave irradiation for 1 h at 150 C. After cooling down, the solvent was removed under reduced pressure and the residue was purified by silica-gel column chromatography (mobile phase: EA:PE = 1 : 1) to afford 102 (15 mg, 15% ). 1H NMR (500 MHz, MeOD) 5 8.88 (s, 1H), 8.16 (m, 2H), 8.00 (s, 1H), 2.61 (s, 3H); ESI MS m/z = 200.1 (M+l)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,929617-30-1, 5-Bromo-3-methyl-1H-pyrazolo[3,4-c]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; DO, Steven; HU, Huiyong; KOLESNIKOV, Aleksandr; LEE, Wendy; TSUI, Vickie Hsiao-Wei; WANG, Xiaojing; WEN, Zhaoyang; WO2013/24002; (2013); 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. 823221-93-8, name is 5-Bromo-2-chloro-4-(trifluoromethyl)pyridine. A new synthetic method of this compound is introduced below., Application In Synthesis of 5-Bromo-2-chloro-4-(trifluoromethyl)pyridine

Procedure for synthesis of N-[6-chloro-4-(trifluoromethyl)-3-pyridyl]-2,2-dimethyl- propanamide (Step 1) A mixture of 5-bromo-2-chloro-4-(trifluoromethyl)pyridine (commercially available) (75 mg, 0.288 mmol), 2,2-dimethylpropanamide (32 mg, 0.317 mmol), XantPhos Pd G3 precatalyst (13 mg, – – 0.014 mmol), K2C03 (79 mg, 0.57 mmol) in 1 ,4-Dioxane (0.5 ml.) was heated at 90C for 0.5h and then 1 10C for 2h. Purification by reverse phase HPLC delivered product (14 mg, 15%). LC-MS: (positive ES MH+ 281 ).

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, 823221-93-8, 5-Bromo-2-chloro-4-(trifluoromethyl)pyridine.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; SYNGENTA LIMITED; PHADTE, Mangala; SONAWANE, Ravindra; MORRIS, James Alan; BOEHMER, Jutta Elisabeth; DESSON, Timothy Robert; RUSSELL, Sally Elizabeth; LING, Kenneth; HENNESSY, Alan Joseph; HOTSON, Matthew Brian; LONGSTAFF, Adrian; RUSSELL, Claire Janet; GOODWIN-TINDALL, Jake; WO2015/52076; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1190862-70-4, Adding some certain compound to certain chemical reactions, such as: 1190862-70-4, name is Ethyl 5-bromo-6-methylnicotinate,molecular formula is C9H10BrNO2, 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 1190862-70-4.

17C: A mixture of 1A (250 mg, 0.605 mmol), bis(pinacolato)diboron (192 mg,0.756 mmol), potassium acetate (178 mg, 1.815 mmol) and PdC12(dppf)-CH2C12 adduct (24.70 mg, 0.030 mmol) in dioxane (6 mL) was heated at 100 C for 60 mm. After cooling to rt, ethyl 5-bromo-6-methylnicotinate (150 mg, 0.615 mmol) and1,1 ?-bis(di-tert-butylphosphino)ferrocenepalladium dichloride (20.03 mg, 0.031 mmol) were added. The reaction mixture was degassed by nitrogen sparge for 5 mm. 2M K3P04 (aq) (0.922 mL, 1.844 mmol) was quickly added and the reaction mixture heated at 100 C for 15 mm. After cooling to rt, volatiles were removed in vacuo. The cmde residue was purified with column chromatography on the Isco system (40 g, 0-100%EtOAc/Hex to afford 17C (300 mg, 0.573 mmol, 93 % yield) as a crystalline beige solid. MS ESI m/z 498.0 (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. 1190862-70-4, Ethyl 5-bromo-6-methylnicotinate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; GUO, Junqing; HART, Amy, C.; MACOR, John, E.; MERTZMAN, Michael, E.; PITTS, William, J.; SPERGEL, Steven, H.; WATTERSON, Scott, Hunter; ANDAPPAN MURUGAIAH SUBBAIAH, Murugaiah; CHEN, Jie; DZIERBA, Carolyn, Diane; LUO, Guanglin; SHI, Jianliang; SIT, Sing-Yuen; (428 pag.)WO2018/148626; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 90145-48-5, 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. 90145-48-5, name is 5-Bromopyridine-2-carboxamide, molecular formula is C6H5BrN2O, 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.

Example 5 Preparation of 5-bromo-N-(1-(4-chlorophenylamino)-2-(naphthalen-1-yl)-2- oxoethvDpicolinamide (Compound-1) [0095] A mixture of 5-bronnopicolinannide 111 (0.588 g, 2.92 mmol) and 2,2- dihydroxy-1 -(naphthalen-1 -yl)ethanone 112 (1.20 g, 5.67 mmol) in dioxane (20 ml_) were heated at 100 0C for 18 hours. The dioxane was removed under vacuum and the residue was dissolved in chloroform and methanol and concentrated onto silica gel. The material was purified by auto flash system (CH2CI2 to 1 % MeOH: CH2CI2) to give 5- bromo-N-(1-hydroxy-2-(naphthalen-1 -yl)-2-oxoethyl)picolinamide 113 as a tan solid (0.74 g, 66%). [0096] 5-bromo-N-(1 -hydroxy-2-(naphthalen-1 -yl)-2-oxoethyl)picolinamide 113(0.74 g, 1.93 mmol) in chloroform (20 ml_) was reacted with PCI5 (0.43 g, 1.96 mmol). The mixture was heated to 50 0C for 30 minutes and cooled to 0 0C. 4-Chloroaniline 114 (0.512 g, 4.01 mmol) in THF (10 ml_) was added and allowed to react for 1 hour. The reaction was quenched with water and the product was extracted with ethyl acetate. The organic solution was dried over MgSO4, filtered and concentrated onto silica gel. The product was purified by auto flash column chromatography (30 to 50% CH2CI2: hexane) followed by titration with diethyl ether to give 5-bromo-N-(1-(4- chlorophenylamino)-2-(naphthalen-1 -yl)-2-oxoethyl)picolinamide (Compound-1 , 352 mg, 37%). 1H NMR (300 MHz, CDCI3): delta = 8.83 (d, J = 8.7 Hz, 1 H), 8.50 (d, J = 1.5 Hz, 1 H), 8.46 (d, J = 9.6 Hz, 1 H), 8.39 (dd, J = 1.2, 7.2 Hz, 1 H), 8.07-8.03 (m, 2H), 7.93 (dd, J = 2.4, 8.7 Hz, 1 H), 7.89 (d, J = 7.5 Hz, 1 H), 7.68-7.63 (m, 1 H), 7.56 (t, J = 7.8 Hz, 2H), 7.16 (d, J = 8.7 Hz, 2H), 7.09-7.03 (m, 1 H), 6.82 (d, J = 9.0 Hz, 2H) 5.41 (d, J = 8.1 Hz, 1 H).

According to the analysis of related databases, 90145-48-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ALLERGAN, INC.; NGUYEN, Phong X.; HEIDELBAUGH, Todd M.; CHOW, Ken; GARST, Michael E.; WO2011/19681; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1227573-02-5, 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.1227573-02-5, name is 3-Bromo-5-fluoroisonicotinaldehyde, molecular formula is C6H3BrFNO, molecular weight is 204, as common compound, the synthetic route is as follows.

Step 2: 3-fluoro-5-(1-oxo-1 ,3-dihydro-isobenzofuran-5-yl)-pyridine-4-carbaldehyde (35b) To 5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3H-isobenzofuran-1-one (210 mg, 0.809 mmol) in DMF (4 mL) was added 3-bromo-5-fluoro-pyridine-4-carbaldehyde (150 mg, 0.735 mmol) and 2M aqueous sodium carbonate (0.735 mL, 1.471 mmol). The reaction mixture was flushed and evacuated with N2 twice followed by the addition of PdCI2(dppf).CH2CI2 adduct (30.0 mg, 0.037 mmol). The reaction mixture was stirred at 100 C for 1 hour. The reaction was cooled to room temperature, diluted with ethyl acetate and washed with water twice. The organic layer was separated, dried over sodium sulfate and concentrated in vacuo to afford 3-fluoro-5-(1 -oxo-1 ,3-dihydro-isobenzofuran-5-yl)-pyridine-4-carbaldehyde, which was taken into the next step without further purification.

Statistics shows that 1227573-02-5 is playing an increasingly important role. we look forward to future research findings about 3-Bromo-5-fluoroisonicotinaldehyde.

Reference:
Patent; NOVARTIS AG; ALLAN, Martin; CHAMOIN, Sylvie; HU, Qi-Ying; IMASE, Hidetomo; PAPILLON, Julien; WO2011/61168; (2011); A1;,
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. 2897-43-0, name is 2,6-Dichloro-3-nitropyridin-4-amine, molecular formula is C5H3Cl2N3O2, 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. name: 2,6-Dichloro-3-nitropyridin-4-amine

Intermediate 3: 2,6-Dichloro-3,4-pyridinediamine 2,6-dichloro-3-nitro-4-pyridinamine (881 mg, 4.24 mmol) was taken up in ethanol (15 ml) and tin(II) chloride (3212 mg, 16.94 mmol) was added portion wise over 5 min. The resulting pale yellow solution was allowed to stir at 50 C. under N2 for 3 h, LCMS showed approx 60% conversion, the reaction was left for a further 3 h, LCMS showed almost complete conversion. The reaction was allowed to cool to room temperature and was partitioned between NaHCO3 (aq) (50 ml) and EtOAc (50 ml). The organic layer was dried using a hydrophobic frit, concentrated and dried in vacuo overnight to give the title compound as a yellow solid (734 mg). LCMS (Method B): Rt=0.57 min, MH+=178

With the rapid development of chemical substances, we look forward to future research findings about 2897-43-0.

Reference:
Patent; GLAXO GROUP LIMITED; Atkinson, Francis Louis; Atkinson, Stephen John; Barker, Michael David; Douault, Clement; Garton, Neil Stuart; Liddle, John; Patel, Vipulkumar Kantibhai; Preston, Alexander G.; Shipley, Tracy Jane; Wilson, David Matthew; Watson, Robert J.; US2014/5188; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1042141-37-6, 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 1042141-37-6, name is Methyl 2-bromoimidazo[1,2-a]pyridine-6-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

Methyl 2-bromoimidazo[1,2-ajpyridine-6-carboxylate (300 mg, 1.18 mmol) dissolved in diethyl ether (12 mL) and cooled to 0 C was treated with lithium aluminum hydride (46 mg, 1.21 mmol). The reaction mixture was allowed to warm to room temperature and stirred overnight. Aftercooling to 0 C again, the reaction mixture was quenched by addition of sodium sulfate decahydrate. The mixture was stirred for 20 mm and filtered. The filtrate was concentrated to give (2-bromoimidazo[1,2- ajpyridin-6-yl)methanol.

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 1042141-37-6, Methyl 2-bromoimidazo[1,2-a]pyridine-6-carboxylate.

Reference:
Patent; GILEAD SCIENCES, INC.; AKTOUDIANAKIS, Evangelos; APPLEBY, Todd; CHO, Aesop; DU, Zhimin; GRAUPE, Michael; GUERRERO, Juan A.; JABRI, Salman Y.; LAD, Lateshkumar Thakorlal; MACHICAO TELLO, Paulo A.; MEDLEY, Jonathan William; METOBO, Samuel E.; MUKHERJEE, Prasenjit Kumar; NADUTHAMBI, Devan; NOTTE, Gregory; PARKHILL, Eric Q.; PHILLIPS, Barton W.; SIMONOVICH, Scott Preston; SQUIRES, Neil H.; VENKATARAMANI, Chandrasekar; WANG, Peiyuan; WATKINS, William J.; XU, Jie; YANG, Kin Shing; ZIEBENHAUS, Christopher Allen; (724 pag.)WO2018/195321; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem