Day: March 18, 2022

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 94220-38-9, name is 7-Chloro-5-methyl-1H-pyrazolo[4,3-b]-pyridine. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 94220-38-9

EXAMPLE 24 7-(3,4-Dichloroanilino)-5-methyl-1H-pyrazolo[4,3-b]pyridine (24) STR37 7-Chloro-5-methyl-1H-pyrazolo[4,3-b]pyridine (1.5 g) and 3,4-dichloroaniline (1.45 g) were heated under reflux in ethanol (90 ml) for 48 h. The solvent was removed in vacuo to yield a yellow solid which was suspended in water and the pH adjusted to 7.8. The solid was filtered off, washed with water, and dried to yield the 7-(3,4-dichloroanilino)-compound (2.27 g, 87%) which was recrystallized from ethanol (charcoal) to yield a white amorphous solid m.p. 273 (dec.). (Found: C, 53.1; H, 3.5; N, 19.3; Cl, 24.1. C13 H10 N4 Cl2 requires C, 53.3; H, 3.45; N, 19.1; Cl, 24.2%), numax. 3400-2250 (N-H), 1630, 1580, 1530, 1410, 1400, 1310, 1135, 955, 850, 810 cm-1, delta (CF3 COOH) 2.76 (3H, s, 5-CH3), 6.86 (1H, s, 6-H), 7.49 (3H, m, aromatic protons), 8.46 (1H, s, 3-H), 9.47 (2H, s, N? H2), total proton count 10.

With the rapid development of chemical substances, we look forward to future research findings about 94220-38-9.

Reference:
Patent; Beecham Group, p.l.c.; US4559348; (1985); A;,
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.159783-22-9, name is 3,5-Difluoropyridin-4-amine, molecular formula is C5H4F2N2, molecular weight is 130.1, as common compound, the synthetic route is as follows.Recommanded Product: 159783-22-9

EXAMPLE 25 Compounds FQ-FR By proceeding as in Example 24 but using 4-amino-3,5-difluoropyridine instead of 4-amino-3,5-dichloropyridine, and using 3-cyclopentyloxy-4-(methylthio)benzoyl chloride and 4-(methylthio)-3-(tetrahydro-3-furyloxy)benzoyl chloride, there are prepared: N-(3,5-difluoropyrid-4-yl)-3-cyclopentyloxy-4-(methylthio)benzamide is synthesised; m.p. 174-5C. [Elemental analysis: C,59.4; H,5.1;; N,7.6; S,8.3%; calculated: C,59.3; H,5.0; N,7.7; S,8.3%]; and N-(3,5-difluoropyrid-4-yl)-4-(methylthio)-3-(tetrahydro-3-furyloxy)benzamide.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,159783-22-9, 3,5-Difluoropyridin-4-amine, and friends who are interested can also refer to it.

Reference:
Patent; RHONE-POULENC RORER LIMITED; EP741707; (1998); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 63875-01-4, 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. 63875-01-4, name is 2-Methylisonicotinaldehyde. A new synthetic method of this compound is introduced below.

Example 38: Preparation of 4-Chloro-N-{5-chloro-2-fhvdroxy-(2-methyl-pyridin-4- yl)-methyl]-pyridin-3-yl)-N-methoxymethyl-3-trifluoromethyl benzenesulfonamide; [00427] To a stirred solution of N-(2-bromo-5-chloro-pyridin-3-yl)-4-chloro- N-methoxymethyl-3-trifluoromethyl-benzenesulfonamide (494 mg, 1.0 mmol) in anhydrous THF (10 mL) was added 2 M isopropylmagnesiumchloride in THF (1.20 mL, 2.4 mmol) at -40 °C. After 5 minutes dry ice-acetone bath was replaced with a ice water bath and stirred at 0 °C for 1 h. Solid 2-methyl-pyridine-4- carbaldehyde (327 mg, 2.7 mmol) was added in one portion and the progress of EPO the reaction was followed by LCMS. The reaction mixture was warmed to room temperature and stirred overnight. It was then quenched with saturated aqueous NH4CI (2 mL), and extracted with EtOAc. The combined extracts were dried (Na2SO4), filtered and concentrated under reduced pressure to provide the desired product which was utilized in the following step without further purification. MS m/z: 536.0 (M+H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,63875-01-4, its application will become more common.

Reference:
Patent; CHEMOCENTRYX, INC.; WO2006/76644; (2006); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 884494-45-5, 2-Fluoro-4-iodo-6-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, 884494-45-5, blongs to pyridine-derivatives compound. COA of Formula: C6H5FIN

To a solution of 2-fluoro-4-iodo-6-methylpyridine (800 mg, 3.38 mmol, CAS 884494-45-5) and (S)-l,3-dihydrospiro[indene-2,4′-piperidin]-l-amine (1.11 g, 4.05 mmol, Intermediate I, 2HC1) in NMP (10.0 mL) was added DIPEA (2.35 mL, 13.50 mmol) at 25 C, then the mixture was stirred at 120 C for 24 h. Then, additional (S)-l,3- dihydrospiro[indene-2,4′-piperidin]-l-amine (464 mg, 1.69 mmol, Intermediate I, 2HC1) and DIPEA (1.18 mL, 6.75 mmol) were added with stirring at 120 C for 3 h. Next, (Boc)20 (1.10 g, 5.06 mmol, 1.16 mL) was added to the mixture with stirring, then the reaction was stirred at 25 C for 12 h. The reaction mixture was poured into water (100 mL), and then the aqueous phase was extracted with ethyl acetate (100 mL x 2). The combined organic phase was washed with brine (100 mL x 3), dried over Na2S04, filtered and concentrated in vacuo. The crude product was purified by column chromatography (100-200 mesh silica gel, petroleum ether/ethyl acetate=l00/l to 20/1, Product Rf = 0.48) to afford tert-butyl (S)-(l ‘-(4- iodo-6-methylpyridin-2-yl)-l,3-dihydrospiro[indene-2,4’-piperidin]-l-yl)carbamate (860 mg, 49% yield) as a yellow solid. LC-MS (ESI+) m/z 520.1 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,884494-45-5, its application will become more common.

Reference:
Patent; RELAY THERAPEUTICS, INC.; D.E. SHAW RESEARCH, LLC; TAYLOR, Alexander, M.; LESCARBEAU, Andre; KELLEY, Elizabeth, H.; SHORTSLEEVES, Kelley, C.; WALTERS, W., Patrick; MURCKO, Mark, Andrew; MCLEAN, Thomas, H.; GUNAYDIN, Hakan; GIORDANETTO, Fabrizio; THERRIEN, Eric; (607 pag.)WO2019/183367; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 153747-97-8, Adding some certain compound to certain chemical reactions, such as: 153747-97-8, name is tert-Butyl 4-(5-bromopyridin-2-yl)piperazine-1-carboxylate,molecular formula is C14H20BrN3O2, 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 153747-97-8.

[0951] A solution ofcompound 90b (125 g, 366 mmol) inDMF (1.30 L)was treatedwith, 4,4,4′,4′,5,5,5′,5′-octamethyl2,2′-bi(1,3,2-dioxaborolane) (186 g, 732 mmol), Pd(OAc) 2(4.09 g, 18.3 mmol), PPh3 (19.2 g, 73.2 mmol) and KOAc(108 g, 1.10 mol) under a nitrogen atmosphere. The resultingmixture was stirred overnight at 80 C. Upon cooling to roomtemperature, the solids were collected by filtration. The filtrate was concentratedunderreduced pressure, and the resultant residue was purified by flash colunm chromatography onsilica gel (EtOAc/petroleum ether (1 :50 v/v)) to obtain compound 90c as a white solid (80.0 g, 56% yield). Mass Spectrum (LCMS, ESI pos.): Calcd. for C20H32BN3 0 4 : 390.2(M+H). found 390.2.

According to the analysis of related databases, 153747-97-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JANSSEN PHARMACEUTICA, NV; Player, Mark R.; Meegalla, Sanath K.; Illig, Carl R.; Chen, Jinsheng; Wilson, Kenneth J.; Lee, Yu-Kai; Parks, Daniel J.; Huang, Hui; Patel, Sharmila; Lu, Tianbao; US2014/364414; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 97986-08-8, N,6-dimethylpyridin-2-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, 97986-08-8, blongs to pyridine-derivatives compound. Safety of N,6-dimethylpyridin-2-amine

Example 11N-[3,5-difmorpholin-4-yl)phenyll-N>-methyl-N>-f6-methylpyridin-2-yl)pyrimidine-2.,4- diamine4-Chloro-N-(3,5-dimorpholin-4-ylphenyl)pyrimidin-2-amine (described in Example 1, 200 mg, 0.53 mmol), 6-methyl-2-methylaminopyridine (98 mg, 0.8 mmol), potassium carbonate (736 mg, 5.3 mmol), Pd2dba3 (16 mg, 0.027 mmol) and Xantphos (31 mg, 0.053 mmol) were mixed in toluene (5 ml). The mixture was degassed with nitrogen and heated in a sealed tube at 1200C for 3 hours. After filtration, the toluene was evaporated and the residue purified on a preparative HPLC-MS system (Column: C18, 5 microns, 19 mm diameter, 100 mm length, elution with a gradient of water and acetonitrile containing 2g/l of ammonium carbonate) to give 55 mg of the title compound (22% yield). NMR Spectrum (500 MHz, DMSOd) 2.45 (s, 3H), 3.01 (m, 8H), 3.51 (s, 3H), 3.70 (m, 8H), 6.10 (s, IH), 6.30 (d, IH), 6.93 (d, 2H), 7.07 (d, IH), 7.23 (d, IH), 7.70 (t, IH), 8.00 (d, IH), 8.92 (s, IH). Mass Spectrum MH+ 462

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,97986-08-8, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/10794; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 56946-65-7 ,Some common heterocyclic compound, 56946-65-7, molecular formula is C8H7Cl2N, 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 solution of 2,4-dichloro-6,7-dihydro-5H-cyclopenta[^]pyridine (0.130 g, 0.69 mmol) in dioxane (3 mL) was added tributyl(furan-2-yl)stannane (0.271 g, 0.76 mmol) and tetrakis(triphenylphosphine)palladium (0.039 g, 0.035 mmol). The mixture was purged with nitrogen and then heated to 110 C under sealed conditions for 2 h. After this time, the mixture was diluted with water and extracted with ethyl acetate. The organic layer were dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated. The residue was purified by column chromatography (silica, hexanes/ethyl acetate) to afford the title compound (0.140 g, 92%) as a white solid. MW = 219.67. ]H NMR (CDC13, 500 MHz) delta 7.52-7.48 (m, 1H), 7.45 (s, 1H), 7.02-6.98 (m, 1H), 6.52-6.48 (m, 1H), 3.10 (t, / = 7.5 Hz, 2H), 2.99 (t, J = 7.5 Hz, 2H), 2.15 (quin, J = 7.5 Hz, 2H); APCI MS m/z 220 [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. 56946-65-7, 2,4-Dichloro-6,7-dihydro-5H-cyclopenta[b]pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TETRA DISCOVERY PARTNERS, LLC.; GURNEY, Mark, E.; HAGEN, Timothy, J.; MO, Xuesheng; VELLEKOOP, A.; ROMERO, Donna, L.; CAMPBELL, Robert, F.; WALKER, Joel, R.; ZHU, Lei; WO2014/66659; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 884494-69-3, Adding some certain compound to certain chemical reactions, such as: 884494-69-3, name is 3-Fluoro-2-methoxypyridine,molecular formula is C6H6FNO, 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 884494-69-3.

General procedure: A 3 mL glass vial was equipped with a rubber septum and magnetic stir bar. The vial was brought into a glove box and charged with methyl trifluoromethylsulfonate (MeOTf, 51 muL, 0.46 mmol) by micropipette with polypropylene tip. The vial was sealed and removed from the glove box. A separate 3 mL vial was charged with substrate (68 mg, 0.46 mmol) and was dissolved in PhMe (0.5 mL). The solution of pyridine was added via syringe onto the sealed vial of MeOTf at room temperature. The vial which contained the pyridine was rinsed with PhMe (0.2 mL) and the rinse solution was injected into the reaction vial. The reaction vial was kept at room temperature and stirring was maintained at ca. 400-600 rpm. Over the course of the reaction (2 hr), a precipitate formed. At the end of the reaction, PhMe (2 mL) was added after which stirring was stopped. Any solid or oil was allowed to settle and the solvent was removed by glass pipette. The residue was then rinsed with several portions of hexanes to remove any unreacted starting materials, again removing the solvent by pipette. Residual solvent was then removed in vacuo to provide the title compound (53 mg, 37%).

According to the analysis of related databases, 884494-69-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Topczewski, Joseph J.; Lodge, Alexander M.; Yasapala, Sumana N.; Payne, Maurice K.; Keshavarzi, Pedrom M.; Quinn, Daniel M.; Bioorganic and Medicinal Chemistry Letters; vol. 23; 21; (2013); p. 5786 – 5789;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 562825-95-0 ,Some common heterocyclic compound, 562825-95-0, molecular formula is C7H9N3O2, 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 solution of 4-amino-3-nitropyridine (2.0 mmol) in DMF (10 mL), NaH (2.2 mmol) was addedslowly, the mixture was stirred at room temperature for 30 min. Then ethyl iodine (2.0 mmol) wasadded slowly into the mixture until the reaction is finished monitored by TLC. Then the solvent wasevaporated and the residue was purified by silica gel chromatography by DCM/MeOH system toafford 4-ethylamino-3-nitropydine.To a solution of 4-ethylamino-3-nitropydine (1.0 mmol) in EtOH (10 mL), 10% Pd/C was added.Then the mixture was reduced by catalytic hydrogenation. Until the completion of the reaction,the Pd/C was filtered and the solvent was evaporated. The product was used in the next step withoutfurther purification.The solution of substituted 4-ethylamino-3-aminopydine (0.5 mmol), benzaldehyde (0.5 mmol)with sodium pyrosulfite (0.5 mmol) was stirred in DMF (8 mL) under 120 C overnight. On completionof the reaction, the solvent was evaporated and the residue was purified by silica gel chromatographyby DCM/MeOH system to afford the final product. If necessary, the crude product could berecrystallized in DCM to afford pure compound [31].

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. 562825-95-0, N-Ethyl-3-nitropyridin-4-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Pan, Liangkun; Hang, Nan; Zhang, Chao; Chen, Yu; Li, Shuchun; Sun, Yang; Li, Zhongjun; Meng, Xiangbao; Molecules; vol. 22; 2; (2017);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 59020-10-9 ,Some common heterocyclic compound, 59020-10-9, molecular formula is C17H31NSn, 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.

34a. 5-(3-Pyridinyl)-6-chloro-3-(1-BOC-2-(S)-pyrrolidinylmethoxy)pyridine To a solution of 5-bromo-6-chloro-3-(1-BOC-2-(S)-pyrrolidinylmethoxy)pyridine (from Example 23a, 500 mg, 1.28 mmol) in toluene (10.0 mL) was added 3-pyridinyltributyltin (564 mg, 1.5 mmol) and tetrakis(triphenylphosphine)palladium(0) (45 mg, 0.039 mmol). After being refluxed overnight, the resulting mixture was cooled to room temperature. Solvent was removed and the residue was chromatographed on a silica gel column, eluding with hexane/EtOAc 2:1 and 1:1 to afford an oil (428 mg, 86%). MS (CI/NH3) m/z 390 (M+H)+. 1H NMR (CDCl3, 300 MHz) delta 1.24-1.67 (m, 2H), 1.44 (s, 9H), 1.86-2.10 (m, 2H), 3.32-3.45 (m, 2H), 3.95-4.27 (m, 3H), 7.28-7.44 (m, 2H), 7.81-7.86 (m, 1H), 8.14-8.17 (m, 1H), 8.65-8.73 (m, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,59020-10-9, its application will become more common.

Reference:
Patent; Abbott Laboratories; US6437138; (2002); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem