Tag: M.W:200-300

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. 886365-22-6, name is 5-Bromo-2-methoxyisonicotinic acid. A new synthetic method of this compound is introduced below., Application In Synthesis of 5-Bromo-2-methoxyisonicotinic acid

[0926] XXV-6 was obtained following the synthetic scheme as described above. MS (ESI) m/z (M+H)+ 231.95.

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Reference:
Patent; Buckman, Brad Owen; Nicholas, John Beamond; Ramphal, Johnnie Y.; Emayan, Kumaraswamy; Seiwert, Scott D.; US2014/94456; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 597532-36-0, 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. 597532-36-0, name is Ethyl 6-(trifluoromethyl)nicotinate, molecular formula is C9H8F3NO2, 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 ethyl 6-(trifluoromethyl)nicotinate (2.2 g, 10 mmol), Pd/C (10 wt.%, 100 mg) and platinum(IV)oxide (150 mg, 0.661 mmol) in acetic acid (30 ml_) was stirred in a steel bomb under hydrogen atmosphere (200 psi) at 25 C for 24 hrs. The reaction mixture was filtered through a pad of celite and washed with MeOH (150 ml_). The filtrate was concentrated under reduced pressure providing crude ethyl 6-(trifluoromethyl)piperidine-3-carboxylate (776 mg; mixture of cis and trans isomers) as a colorless oil, which was directly used in the next step without further purification. LCMS (m/z): 226.1 [M+H]+; Rt = 0.36 min.

According to the analysis of related databases, 597532-36-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; BARSANTI, Paul A.; HU, Cheng; JIN, Xianming; NG, Simon C.; PFISTER, Keith B.; SENDZIK, Martin; SUTTON, James; WO2012/101063; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 133081-25-1, name is 6-(2-(tert-Butoxycarbonyl)hydrazinyl)nicotinic acid, the common compound, a new synthetic route is introduced below. Recommanded Product: 6-(2-(tert-Butoxycarbonyl)hydrazinyl)nicotinic acid

4. Synthesis of ((3aR, 4R, 6R, 6aR)-6-(7-allyl-2 -amino-6, 8-dioxo-], 6,7,8-tetrahydropurin-9-yl)-2, 2-dimethyl-tetrahydrofuro[3, 4-dill, 3]dioxol-4-ylfrnethyl 6-(2- (tert-butoxycarbonyl)hydrazinyl)nicotinate To a suspension of 6-(2-(tert-butoxycarbonyl)hydrazinyl)nicotinic acid (668 mg,2.63 mmol) in toluene (10 mL, anhydrous) was added 2,4,6-trichlorobenzoyl chloride(959 mg, 3.95 mmol) and DIPEA(679 mg, 5.62 mmol). The suspension was stirred for10 mm and then a suspension of 7-allyl-2-amino-9-((3aR,4R,6R,6aR)-6-(hydroxymethyl)-2,2-dimethyl-tetrahydrofuro[3 ,4-dj [1 ,3]dioxol-4-yl)- lil-purine6,8(711,9H)-dione (500 mg,1.32 mmol) and DMAP (321 mg, 2.63 mmol) in toluene (10 mL, anhydrous) was added. The suspension was stirred for 15 hrs then quenched with brine. The aqueous phase was extracted with EtOAc (20 mL*3). The organic phase was combined, dried over Na2504, filtered and concentrated. The residue was purified byreverse phase biotage to give a white solid product (390 mg, 48%).

The synthetic route of 133081-25-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASCEND BIOPHARMACEUTICALS PTY LTD; PIETERSZ, Geoffrey, Alan; WO2013/67597; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 957187-27-8, 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. 957187-27-8, name is 8-Bromo-6-chloroimidazo[1,2-a]pyridine. A new synthetic method of this compound is introduced below.

A 50-mL round-bottomed flask equipped with a reflux condenser was charged with 8-bromo-6-chloroimidazo[1,2-a]pyridine 101a (264 mg, 1.14 mmol), 5-(4-(oxetan-3-yl)piperazin-1-yl)pyridin-2-amine (328 mg, 1.14 mmol), Pd2(dba)3 (102 mg, 0.11 mmol), Xantphos (63 mg, 0.11 mmol), Cs2CO3 (3.58 g, 11.0 mmol), dioxane (20 mL). After three cycles of vacuum/argon flush, the mixture was heated at 100 C. overnight. It was then filtered and the filtrate was evaporated under reduced pressure. The residue was purified by silica-gel column chromatography eluting with 1:50 methanol/dichloromethane to afford 121a as an orange solid (290 mg, 66%). MS-ESI: [M+H]+385.1

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,957187-27-8, its application will become more common.

Reference:
Patent; GENENTECH, INC.; Crawford, James John; Ortwine, Daniel Fred; Young, Wendy B.; US2013/116262; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 75073-11-9 ,Some common heterocyclic compound, 75073-11-9, molecular formula is C6H7IN2, 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.

5-Iodo-6-methylpyridin-2-amine (361 mg, 1.54 mmol), DMF (6.17 mL), tribasic potassium phosphate (655 mg, 3.08 mmol), and N,iV-dimethylethylenediamine (27 mg, 0.31 mmol) were added to a microwave vial. The vial was then flushed and purged 3 times with argon before adding copper(I) iodide (1 mg, 0.077 mmol). The vial was again flushed and purged 3 times with argon and was then sonicated for 30 minutes. The vial was heated for 2 hours at 200C via microwave irradiation, cooled to room temperature, and then again heated for 16 hours at 200C via microwave irradiation. The reaction mixture was filtered and purified by reverse phase HPLC (5-30% acetonitrile/water with 0.1% TFA, linear gradient) to afford a mixture of 6-methylpyridin-2-amine TFA salt, 6-methyl-5-(2H-l,2,3-triazol-2-yl)pyridin-2- amine TFA salt and 6-methyl-5-(lH-l,2,3-triazol-l-yl)pyridin-2-amine TFA salt that was subsequently used without further purification. MS ESI calc’d. for CgHjoNs [M + H]+ 176, found 176.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,75073-11-9, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ALTMAN, Michael, D.; BIENSTOCK, Corey, E.; BUTCHER, John, W.; CHILDERS, Kaleen Konrad; DI FRANCESCO, Maria Emilia; DONOFRIO, Anthony; ELLIS, John Michael; FISCHER, Christian; HAIDLE, Andrew, M.; JEWELL, James, P.; KNOWLES, Sandra Lee; NORTHRUP, Alan, B.; OTTE, Ryan, D.; PETERSON, Scott, L.; SMITH, Graham Frank; WO2013/52394; (2013); 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. 149142-67-6, name is 5-Bromo-1H-pyrrolo[2,3-b]pyridine-2,3-dione. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 149142-67-6

General procedure: A mixture of 1 (0.4 mmol), 2 (0.4 mmol), Na2CO3 (0.8 mmol) and TBHP (0.4 mmol) in DMF (4 mL) was stirred at rt for 2 h. Then, the mixture was poured into ice-water, acidified with 1 N HCl aq. (6 mL). The mixture was extracted with ethyl acetate (20 mL x 3). The combined organic layer was dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by silica gel flash column chromatography to give desired products..

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Reference:
Article; Wu, Jun; Zhang, Hui; Ding, Xiao; Tan, Xuefei; Shen, Hong C.; Chen, Jie; He, Weimin; Deng, Hongmei; Song, Liping; Cao, Weiguo; Journal of Fluorine Chemistry; vol. 220; (2019); p. 54 – 60;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 192447-58-8, 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. 192447-58-8, name is 2,6-Dibromo-N,N-dimethylpyridin-4-amine, molecular formula is C7H8Br2N2, 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.

(1) Production of 2-bromo-4-dimethylamino-6-[3-(trifluoromethyl)phenoxy] pyridine as an intermediate 3-(trifluoromethyl) phenol (1.4 g, 0.0071*1.2 mol) was dissolved in DMF (about 20 ml). Further, sodium hydride (0.30 g (ca. 60% in mineral oil), 0.0071*1.06 mol) and then 2,6-dibromo-4-dimethylamino pyridine (2.00 g, 0.0071 mol) were added to the obtained solution. The resultant solution was refluxed for about 6 hours, and thereafter allowed to stand for cooling to room temperature. The obtained reaction solution was distributed in hexane-saturated sodium bicarbonate water. The organic phase separated from the solution was washed with saturated brine, dried with anhydrous sodium sulfate, concentrated and purified by silica gel column chromatography (eluding solution: ethyl acetate/hexane). The purified product was subjected recrystallization using hexane, thereby obtaining an aimed product. Yield weight: 1.67 g; yield percentage: 65%; solid; melting point: 61 to 66 C.; 1H-NMR (60 MHz, CDCl3, delta): 2.86 (6H, s), 6.88 (1H, d, J=2 Hz), 6.38 (1H, d, J=2 Hz), 6.9-7.5 (4H, complex).

According to the analysis of related databases, 192447-58-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Kureha Kagaku Kabushiki Kaisha; US6200933; (2001); B1;,
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. 902837-39-2, name is 3-Bromo-5-iodopyridin-4-amine. This compound has unique chemical properties. The synthetic route is as follows. name: 3-Bromo-5-iodopyridin-4-amine

(E)-4-(4-Amino-5-bromopyridin-3-yl)but-3-en-2-one To a solution of 3-Bromo-5-iodopyridin-4-amine (150 mg, 0.502 mmol) in DMF (1.5 mL) were added 3-buten-2-one (0.061 mL, 0.753 mmol), triethylamine (0.097 mL, 0.703 mmol), tri-o-tolylphosphine (12 mg, 0.040 mmol) and palladium(II)acetate (4.51 mg, 0.020 mmol) under nitrogen. The mixture was stirred at 90 C. overnight before it was diluted with water and EtOAc and the layers were separated. The organic layer was washed with water, dried over MgSO4, filtered and the filtrate concentrated in vacuum. The resulting brown oil was purified by chromatography on silica gel (biotage, CH2Cl2/EtOH, 100:0 to 94:6) to give the product (51 mg, purity around 60%) as a yellow solid, which was used in the next step without further purification.

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Reference:
Patent; Merck Patent GmbH; Cancer Research Technology, Ltd.; SCHIEMANN, Kai; BLAGG, Julian; MALLINGER, Aurelie; RINK, Christian; SEJBERG, Jimmy; HONEY, Mark; (139 pag.)US2016/16951; (2016); 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. 909717-95-9, name is Ethyl 4-methoxypyrazolo[1,5-a]pyridine-3-carboxylate, molecular formula is C11H12N2O3, 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. Application In Synthesis of Ethyl 4-methoxypyrazolo[1,5-a]pyridine-3-carboxylate

A mixture of the product from step 2 (500 mg, 126 rnmol) in 40% HBr (20 mL) was stirred at 120C for 16 hours. After cooling to RI, the mixture was concentrated in vacuo to give a residue, which was neutralized with saturated NaHCO3 aqueous solution to pH 7, extracted with the mixed solvent (DCM: iPropanol = 4: 1) (500 mL x 3). The organic layer was combined, dried over MgSO4, filtered and concentrated in vacuo. The residue was purified bysilica chromatography (10% methanol in DCM) to give the title compound (290.0 mg) as yellow oil. LRMS mlz (M+H) 135,1 found, 135.1 required.

With the rapid development of chemical substances, we look forward to future research findings about 909717-95-9.

Reference:
Patent; MERCK SHARP & DOHME CORP.; LIVERTON, Nigel; KUDUK, Scott D.; BESHORE, Doug C.; MENG, Na; LUO, Yunfu; (127 pag.)WO2016/101119; (2016); 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. 54232-43-8, name is 6-Bromo-5-methoxypicolinic acid. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 6-Bromo-5-methoxypicolinic acid

2-Bromo-3 -methoxy-6-pyridinecarboxylic acid 5-1 was prepared as previously described (Kelly, T. R. and Lang, F. J. Org. Chem., 1996, 61, 4623-4633). Compound 5-1 (1.000 g, 4.31 mmol) was dissolved in trifluoroacetic acid (24 mL) under inert atmosphere. Hydrogen peroxide, 30% aqueous solution (2.686 mL, 23.7 mmol) was added and the solution was heated to 80 C for 12.5 hr. After cooling, water (6 mL) was added and solvents were removed under reduced pressure. Additionalwater (10 mL) was added, the resulting suspension was triturated for 1 hr, whereupon the solids were filtered using a fritted funnel, washed with water (3 x 5 mL) and dried in vacuo to provide 2-bromo-3-methoxy-6-carboxypyridine-N-oxide 5-2 (0.827 g, 79.5%). ?H NIVIR (300 MHz, DMSO-d6): = 8.26 (d, 1H, ArH), 7.57 (d, 1H, ArH), 4.04 (s, 3H, OCH3). ?3C NMR (400 MFIz, D20/NaOD): = 167.5, 155.3, 142.0, 125.6, 121.6, 57.5.

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Reference:
Patent; LUMIPHORE, INC.; BUTLIN, Nathaniel G.; MAGDA, Darren; XU, Jide; (114 pag.)WO2016/106241; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem