Day: April 15, 2022

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.135450-23-6, name is 6-(Chloromethyl)-2-cyanopyridine, molecular formula is C7H5ClN2, molecular weight is 152.58, as common compound, the synthetic route is as follows.Quality Control of 6-(Chloromethyl)-2-cyanopyridine

Reference Example 149-1 tert-Butyl {2-[1-(6-cyanopyridin-2-ylmethyl)-3-methyl-2-oxobutyl]-5-methoxyphenyl}carbamate Under an argon atmosphere, to a solution of tert-butyl [5-methoxy-2-(3-methyl-2-oxobutyl)phenyl]carbamate (337 mg) in N,N-dimethylformamide (4 mL) was added sodium hydride (50-72% in oil, 56 mg) under ice-cooling, and the mixture was stirred for 30 minutes. 6-(Chloromethyl)pyridine-2-carbonitrile (167 mg) was added thereto, followed by stirring for 1 hour. To the reaction mixture was added a saturated aqueous ammonium chloride solution, followed by extraction with ethyl acetate. The organic layer was washed with water and saturated brine successively, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluting solvent: ethyl acetate-hexane) to obtain the title compound (271 mg). 1H-NMR (CDCl3) delta ppm: 0.91 (3H, d, J=6.5 Hz), 1.07 (3H, d, J=7.3 Hz), 1.57 (9H, s), 2.56-2.72 (1H, m), 3.18 (1H, dd, J=8.2, 15.9 Hz), 3.61 (1H, dd, J=6.8, 15.9 Hz), 3.77 (3H, s), 4.65-4.74 (1H, m), 6.58 (1H, dd, J=2.8, 8.7 Hz), 6.92 (1H, d, J=8.7 Hz), 7.22-7.29 (1H, m), 7.35 (1H, d, J=2.8 Hz), 7.46-7.60 (2H, m), 7.65 (1H, t, J=7.8 Hz).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,135450-23-6, 6-(Chloromethyl)-2-cyanopyridine, and friends who are interested can also refer to it.

Reference:
Patent; Tatani, Kazuya; Kondo, Atsushi; Kondo, Tatsuhiro; Kawamura, Naohiro; Seto, Shigeki; Kohno, Yasushi; US2013/317065; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 29241-65-4, 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. 29241-65-4, name is 5-Bromo-2-chloronicotinic acid, molecular formula is C6H3BrClNO2, 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.

Compounds are represented in generic form, with sub stituents as noted in compound descriptions elsewhere herein. A more specific example is set forth below. In one aspect, ethers of type 6.7 can be prepared beginning with the commercially available 5-bromo-2-chloronicotinic acid, which is converted to the corresponding ester by reaction with methanol in the presence of an acid such as hydrochloric acid to yield compound 6.2. Alkylation to provide compound 6.3 is accomplished by use of a Suzuki cross coupling reaction using potassium allyltrifluoroborate in the presence of [1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium(II). Reaction with 4-methoxybenzylamine affords compound 6.4. A cross-coupling reaction between compound 6.4 and benzyl alcohol in the presence of CuI, Cs2CO3, and a diamine ligand yields the aryl ether, compound 6.5. The p-methoxybenzyl protecting group is removed using cerium(IV) ammonium nitrate (CAN), followed by reduction of the carbonyl using lithium aluminum hydride. The amide, compound 6.7, is formed by reaction of the 3-(benzyloxy)-5,6,7,8-tetrahydro-1,6-naphthyridine, formed in the previous step, with benzoyl chloride.

According to the analysis of related databases, 29241-65-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Conn, P. Jeffrey; Lindsley, Craig W.; Stauffer, Shaun R.; Manka, Jason; Jacobs, Jon; Zhou, Ya; Bartolome-Nebreda, Jose Manuel; Macdonald, Gregor James; Conde-Ceide, Susana; Dawson, Eric S.; US2012/178776; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1256811-02-5, 1-(5-Bromo-2-methoxypyridin-3-yl)ethanone, 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, HPLC of Formula: C8H8BrNO2, blongs to pyridine-derivatives compound. HPLC of Formula: C8H8BrNO2

[0118] 1-(5-Bromo-2-methoxy-pyridin-3-yl)ethanone (XXXVI) (200 mg, 1.404mmol) was dissolved in N,N-dimethylformamidedimethyl acetal (DMFDMA) (1.7 ml, 14.03 mmol), and the resulting solution was stirred with reflux for 24 hrs.The solution was cooled and evaporated and concentrated under reduced pressure to give a yellow solid. The solid wasdissolved in methanol (MeOH) (1 mL) and 25 % sodium methoxide (NaOMe) (186 mL, 6.212 mmol) and guanidinhydrochloride (498.0 mg, 6.212 mmol) were added dropwise to the resulting solution. And then, the solution was stirredwith reflux for 24 hrs and cooled. The solution was diluted with ethylacetate (EA) and washed with water, and the organicsolvent was dried over anhydrous magnesium sulfate (MgSO4), filtered, and evaporated and concentrated under reducedpressure to give the title compound (20.3 mg, 55 %).1H NMR (400 MHz, CDCl3) delta 8.50 (s, 1H), 8.43 (s, 1H), 7.85 (d, J = 8.0 Hz, 1H), 7.35 (d, J = 7.6 Hz, 1H), 4.07 (s, 3H).

The synthetic route of 1256811-02-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Beyondbio Inc.; MIN, Changhee; OH, Byungkyu; KIM, Yongeun; PARK, Changmin; (98 pag.)EP3255042; (2017); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 82090-52-6, Adding some certain compound to certain chemical reactions, such as: 82090-52-6, name is Imidazo[1,2-a]pyridin-2-ylmethanol,molecular formula is C8H8N2O, 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 82090-52-6.

Example 21; N-{5-[(cyclopropylamino)carbonyl]-2-methylphenyl}-2-(imidazo[1,2-a]pyridin-2- ylmethoxy) pyrimidine-5-carboxamide A mixture of N- {5-[(cyclopropylanaino) carbonyl]-2-methylphenyl}-2- (methylsulfonyl) pyrimidine-5-carboxamide (120mg, 0. 32mmol), imidazo [1, 2-a] pyridine-2- methanol (48mg, 0. 32mmol) and potassium carbonate (44mg, 0. 32mmol) in THF (5mL) was heated to 67C for 3.5 h. The mixture was cooled to room temperature and partitioned between DCM and water and the layers separated. The aqueous layer was extracted with DCM and the combined organic extracts dried (Mg04), filtered and concentrated at reduced pressure to give a yellow oil. This material was purified by silica column chromatography, eluting with a gradient of 0 to 8% methanol in DCM to give the title compound as a white solid (33 mg, 23%); NMR Spectrum: (DMSOd6) 0.57 (m, 2H), 0.67 (m, 2H), 2.27 (s, 3H), 2. 83 (m, 1H), 5.70 (s, 2H), 7.26 (t, 1H), 7.35 (d, 1H), 7.66 (m, 2H), 7.78 (d, 1H), 7. 83 (d, 1H), 8.30 (s, 1H), 8. 38 (d, 1H), 8. 75 (d, 1 H), 9. 17 (s, 2H), 10.16 (s, 1H) ; Mass Spectrum : M-H- 441, M+H+ 443.

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. 82090-52-6, Imidazo[1,2-a]pyridin-2-ylmethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2005/61465; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 960289-03-6, 2-Bromo-5,6-dihydrothieno[2,3-c]pyridin-7(4H)-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, name: 2-Bromo-5,6-dihydrothieno[2,3-c]pyridin-7(4H)-one, blongs to pyridine-derivatives compound. name: 2-Bromo-5,6-dihydrothieno[2,3-c]pyridin-7(4H)-one

Preparation 10; 2-(4-Fluoro-phenyl)-5,6-dihydro-4H-thieno[2,3-c]pyridine-7-one; Add tetrakis(triphenylphosphine) palladium(O) (0.075g, 0.065 mmol) to a degassed solution of 2-bromo-5,6-dihydro-4H-thieno[2,3-c]pyridin-7-one (0.5 g, 2.15 mmol), 4-fluorophenylboronic acid (0.30 g, 2.15 mmol), and sodium carbonate (0.46 g, 4.30 mmol) in N,N-dimethylformamide (21 mL), methanol (5 mL) and water (1 mL). Heat the reaction at 90 0C for 16 h. Allow the reaction to cool to RT and pour into water (75 mL). Filter the resulting solid and dry in vacuo at 80 0C to give 0.40 g (75%) of the title compound. MS/ES m/z 248.0 [M+H]+ .

The synthetic route of 960289-03-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; WO2007/146759; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 112110-07-3, 5-(Trifluoromethyl)pyridin-3-amine, 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, Quality Control of 5-(Trifluoromethyl)pyridin-3-amine, blongs to pyridine-derivatives compound. Quality Control of 5-(Trifluoromethyl)pyridin-3-amine

1-{r(5S,7S)-2-Oxo-3-(2-propyn-1-yl)-1-oxa-3-azaspiror4.5ldec-7-yllmethyl)-1 H-benzimidazole-6- carbonitrileTo a solution of 5-(trifluoromethyl)-3-pyridinamine (0.150 g, 0.925 mmol) in EtOAc (3 mL) at 0 C was added concentrated HCl (0.5 mL). The reaction mixture was stirred for 10 min, then a solution of sodium nitrite (0.192 g, 2.78 mmol, 3 eq; dissolved in 1 mL of water) was added over 2 min. The reaction mixture was then stirred for 30 min. A solution of sodium azide (0.180 g, 2.78 mmol) (3 eq; dissolved in 1 mL of water) was then added over 5 min. After 1 h, a solution of 10% Na2C03 was added to the mixture to make the solution a pH 9-10. The mixture was then extracted with EtOAc (2 x 10 mL). Organic layers were dried over MgS04, filtered, and concentrated in vacuo. The product was placed in high vacuum for 30 min. 1-{[(5S,7S)-2-oxo-3- (2-propyn-1-yl)-1-oxa-3-azaspiro[4.5]dec-7-yl]methyl}-1 H-benzimidazole-6-carbonitrile was obtained as a low viscosity dark orange oil (100 mg, 57% yield).

The synthetic route of 112110-07-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE LLC; BROOKS, Carl; CHEUNG, Mui; EIDAM, Hilary, Schenck; GOODMAN, Krista, B.; HAMMOND, Marlys; HILFIKER, Mark, A.; HOANG, Tram, H.; PATTERSON, Jaclyn, R.; STOY, Patrick; YE, Guosen; WO2013/12500; (2013); 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.61310-37-0, name is 2-(Pyridin-2-yl)pyrimidin-4-amine, molecular formula is C9H8N4, molecular weight is 172.19, as common compound, the synthetic route is as follows.Safety of 2-(Pyridin-2-yl)pyrimidin-4-amine

General procedure: 1.1 eq of the appropriate acid and 1 eq of 25 was dissolved in 1 ml of HOBt solution in DMF (9.5percent wt). Then 1.2 eq of EDC was added and reaction mixture was left stirring at rt overnight (16-18h). After completion of the reaction, monitored by LCMS, the reaction mixture was diluted with 4 ml of distilled water and left at ultrasonic bath for 30-40 min. The resulting residue was filtered off, washed by water and dried under high vacuum to give the target compound. If there was no residue formed the aqueous solution was extracted by 4 ml of DCM and the organic layer was washed by water (2*4ml) and the solvent was removed under reduced pressure to give the target compound. In case of low purity of the final compound was subjected to preparative HPLC purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,61310-37-0, 2-(Pyridin-2-yl)pyrimidin-4-amine, and friends who are interested can also refer to it.

Reference:
Patent; SHY THERAPEUTICS LLC; HADARI, Yaron R.; CARTA, Luca; SCHMERTZLER, Michael; WILLIAMS, Theresa M.; REYNOLDS, Charles H.; HUTCHESON, Rebecca; (1452 pag.)WO2018/237084; (2018); 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. 4214-74-8, name is 3,5-Dichloropyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows. Formula: C5H4Cl2N2

K: 2-Amino-3,5-dichloropyridine J (10 g, 61.3 mmol) was dissolved in an aqueous HBr solution (100 mL 48% HBr, 200 niL H2O), then cooled to O0C. Br2 (10 mL) was added in one portion, followed by the dropwise addition OfNaNO2 solution (6.35 g, 92.0 mmol, 15 mL H2O). The mixture was stirred at O0C for 30 minutes, then allowed to warm to room temperature before being heated to 7O0C for 30 minutes. The cooled mixture was then neutralised with KOH solution (5.0 M) then extracted with ethyl acetate (3 x 200 mL), dried (MgSO4), filtered and concentrated. The residue was purified by chromatography (1:4 EtOAc, hexane) providing 8.2 g (59%) of K as a yellow crystalline solid. 1H NMR (300 MHz, CDCl3): delta 8.27 (d, J= 2.1 Hz, IH), 7.77 (d, J= 2.1 Hz, IH).

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, 4214-74-8, 3,5-Dichloropyridin-2-amine.

Reference:
Patent; BIONOMICS LIMITED; WO2008/70908; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 928653-73-0, 5-Bromo-2-chloro-3-iodopyridine, 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, SDS of cas: 928653-73-0, blongs to pyridine-derivatives compound. SDS of cas: 928653-73-0

To a reaction vessel (lO0mL) in a nitrogen environment containing 3 (5g, I 5.7mmol) were added trans-phenylvinylboronic acid 4 (2.7g, 1 8mmol), tetrakis triphenylphosphine (907mg, 0.8mmol), sodium carbonate (4.2g, 39mmol) in 1 ,4-dioxane(1 OOmL). The mixture was stirred at refiux for 24 hours until consumption of starting material followed by TLC. The product was cooled to room temperature; it was filtered on celite. The solution was dried on MgSO4, filtered and evaporated. The residue was purified by chromatography (c-hexane:ethyl acetate99: 1, then 98:2) to afford 5-bromo-2-chloro-3- ((E)-styryl)pyridine 5 (yield: 93%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,928653-73-0, 5-Bromo-2-chloro-3-iodopyridine, and friends who are interested can also refer to it.

Reference:
Patent; CENTRE REGIONAL DE LUTTE CONTRE LE CANCER FRANCOIS BACLESSE; UNIVERSITE DE CAEN BASSE-NORMANDIE; INSTITUT DE CANCEROLOGIE DE L’OUEST RENE GAUDUCHEAU; POULAIN, Laurent; VOISIN-CHIRET, Anne-Sophie; SOPKOVA-DE OLIVEIRA SANTOS, Jana; BUREAU, Ronan; BURZICKI, Gregory; DE GIORGI, Marcella; PERATO, Serge; FOGHA, Jade; RAULT, Sylvain; JUIN, Philippe; GAUTIER, Fabien; WO2015/132727; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1133879-69-2, 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 1133879-69-2, name is 3-Fluoro-5-vinylpyridine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A mixture of tetrahydrocarbazole 5a (0.17 g,1 mmol), 5fluoro3vinylpyridine (6) (0.12 g, 1 mmol), CsF(0.1 g), and hydroquinone (0.02 g) in DMSO (1.5 mL) was heated with stirring at 130-140 C for 4 h, DMSO was evaporatedin vacuo (3 Torr), the product was extracted from residue withdichloromethane. The solvent was evaporated and the residuewas subjected to chromatography on silica gel (60 mesh), eluentmethanol-chloroform = 1 : 5. The yield was 0.22 g (75%), m.p.65-67 C. Found (%): C, 77.63; H, 6.43; N, 9.64. C19H19FN2.Calculated (%): C, 77.52; H, 6.45; N, 9.52. 1H NMR (DMSOd6), : 1.81 (m, 4 H, CH2); 2.29 (m, 2 H, CH2); 2.72 (m, 2 H,CH2); 3.05 (t, 2 H, CH2Py, J = 6.8 Hz); 4.25 (t, 2 H, CH2N,J = 6.9 Hz); 6.80 (dt, 1 H, CHPy, JHF = 9.3 Hz, JHH = 2.4 Hz);7.05-7.30 (m, 3 H, CHAr); 7.50 (d, 1 H, CHAr, J = 6.8 Hz); 8.14(s, 1 H, CHPy); 8.34 (d, 1 H, CHPy, JHH = 2.4 Hz). 19F NMR(DMSOd6), : -49.38 (d, JFH = 9.4 Hz).

According to the analysis of related databases, 1133879-69-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Sokolov; Aksinenko; Nikolaeva; Grigor’Ev; Kinzirsky; Bachurin; Russian Chemical Bulletin; vol. 63; 5; (2014); p. 1137 – 1141; Izv. Akad. Nauk, Ser. Khim.; 5; (2014); p. 1137 – 1141,5;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem