Tag: M.W:100-200

Related Products of 188637-63-0 ,Some common heterocyclic compound, 188637-63-0, molecular formula is C6H7BrN2, 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 6-(2-cyanophenyl)-2-(3-fluorophenethylamino)nicotinic acid (582mg, 1.61 mmol) and 6-bromo-pyridin-2yl-methylamine (300mg, 1.61 mmol) in DMF was added CDI (261 mg, 1.61 mmol). The reaction mixture was stirred at r.t. for 2 h. The reaction mixture was purified on RP-HPLC to give N-((6-bromopyridin-2-yl)methyl)-6-(2- cyanophenyl)-2-(3-fluorophenethylamino)nicotinamide (700mg, 82%) LRMS (M+H+) m/z 530.1.

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. 188637-63-0, (6-Bromopyridin-2-yl)methanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CYTOKINETICS, INCORPORATED; WO2008/16643; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 62135-58-4 ,Some common heterocyclic compound, 62135-58-4, molecular formula is C9H9N3O2, 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 stirred solution of ethyl [1,2,4]triazolo[1,5-a]pyridine-2-carboxylate (2.4 g, 12.55 mmol) in MeOH (20 mL) and THF (10 mL) was added NaBH4 (950 mg, 25.1 mmol) portionwise at 0 C. The mixture was stirred at RT for 2 h. The reaction mixture was quenched with saturated aqueous NH4Cl and concentrated in vacuo. The residue was dissolved in DCM/MeOH (100 mL), filtered, and the filter cake was rinsed with DCM/MeOH (50 mL). The combined filtrate was concentrated and purified by silica gel chromatography (EA/PE=1/1) to give [1,2,4]triazolo[1,5-a]pyridin-2-ylmethanol (1.6 g, yield: 85%) as a yellow solid. ESI-MS [M+H]+: 150.1.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,62135-58-4, its application will become more common.

Reference:
Patent; Shire Human Genetic Therapies, Inc.; Papaioannou, Nikolaos; Fink, Sarah Jocelyn; Miller, Thomas Allen; Shipps, JR., Gerald Wayne; Travins, Jeremy Mark; Ehmann, David Edward; Rae, Alastair; Ellard, John Mark; (352 pag.)US2019/284182; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 402-65-3, 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. 402-65-3, name is 2-Fluoroisonicotinic acid, molecular formula is C6H4FNO2, 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.

Intermediate 1; 3-[(2-Wi/oro-4-iodophenyl)amino]isonicotinic acid (R = Fluoro); A mixture of 2-fluoro-4-iodoaniline (20.0 g, 84.38 mmol) in dry THF (80 mL) was cooled to – 67 0C (dry ice/IPA bath) under nitrogen, prior to” slow addition of 1.0 M lithium bis(trimethylsilyl)amide (255 mL, 255 mmol) via addition funnel, at a rate that kept the internal temp below -59 0C (~2 h). After final addition, the yellow-green slurry was stirred for 30 min and then treated with 2-fluoroisonicotinic acid (8.0 g, 56.69 mmol). The bath was not removed, but the contents were allowed to slowly warm to room temp. After 4 days, the dark slurry was poured into a biphasic mixture of aqueous 2.0 lf sodium hydroxide (1000 mL) and ethyl acetate (150 mL). The aqueous layer was separated and the organics were again extracted with base (1000 mL). The pH of the two aqueous layers was adjusted to ~2 with concentrated hydrochloric acid. A yellow solid precipitated, which was filtered. The resultant yellow cake was washed with water (2 x 400 mL) and dried under high vacuum at 40 0C (17- 19 g). LC/MS [(5.2 min; 359 (M+1)].

According to the analysis of related databases, 402-65-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; APPLIED RESEARCH SYSTEMS ARS HOLDING N.V.; WO2006/45514; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 16744-81-3 ,Some common heterocyclic compound, 16744-81-3, molecular formula is C7H7NO2, 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.

D1. METHVL3- (4-METHOXVPVRIDIN-2-Y ACRVLATE; A mixture of 45 g OF 4-METHOXYPYRIDINE-2-CARBALDEHYDE (Ashimori et AL., Chem. Pharm. Bull. 38,2446- 2458 (1990) ), 75.80 g of pyridine hydrochloride, 102.45 g of monomethyl malonate potassium salt and 4.1 ml of piperidine in 700 ml of pyridine are slowly heated, with stirring, to 120°C. When the evolution of gas starts, the heating source is temporarily removed to stop the reaction from becoming too violent. Once the reaction has subsided, the mixture is stirred at 120°C for a further 2.5 hours, and the pyridine is then distilled off under reduced pressure. The residue is partitioned between ethyl ACETATE/WATER and the organic phase is washed with water and dried. The residue obtained after concentration is chromatographed on a silica gel column using ethyl acetate/petroleum ether 2: 1. This initially gives 43.2 g of the title compound as a yellow oil which crystallizes on standing and then shows a m. p. of 80-82°C. The mass spectrum shows the molecular peak MH+ at 194 Da

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. 16744-81-3, 4-Methoxypicolinaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ALTANA PHARMA AG; WO2005/30769; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 89510-90-7, 2-Chloro-5-fluoro-4-pyridinamine, 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, Recommanded Product: 89510-90-7, blongs to pyridine-derivatives compound. Recommanded Product: 89510-90-7

Intermediate 11A was synthesized employing the procedure described for Example 7C (Scheme 7). The crude compound was purified by silica gel column chromatography eluted with 55% Ethylacetate in Hexane to afford hA (120 mg, 0.112 mmol, 19.3 % yield) as a off white solid. LCMS: m/z 622.7(M+H); rt 1.60 mm;10 Conditions B.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,89510-90-7, 2-Chloro-5-fluoro-4-pyridinamine, and friends who are interested can also refer to it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; HARIKRISHNAN, Lalgudi S.; FINK, Brian E.; BORZILLERI, Robert M.; TONUKUNURU, Gopikishan; WARRIER, Jayakumar Sankara; (111 pag.)WO2017/19757; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 24059-83-4, 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 24059-83-4, name is Methyl 3-methoxypyridine-2-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

Compound 3-Methoxy-2-picolinic acid methyl ester (261 mg, 1.56 mmol),Sodium hydroxide (281 mg, 7.03 mmol) was dissolved in methanol (9 ml) and water (6 ml).Stir at room temperature for 1.5 hours. Spin down the solvent, add water to dissolve,Ethyl acetate was extracted 5 times, and the organic phases were combined and spin-dried to give the next reaction.

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 24059-83-4, Methyl 3-methoxypyridine-2-carboxylate.

Reference:
Patent; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Long Yaqiu; Zhang Fenghua; Huang Shaoxu; (19 pag.)CN103539731; (2018); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 87674-15-5 ,Some common heterocyclic compound, 87674-15-5, molecular formula is C7H8FNO, 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.

A mixture of 1- (3-FLUOROPYRIDIN-4-YL) ETHANOL (10 g, 70.3 MMOL) and commercial activated Mn02 (8 G, 92.1 MMOL) in toluene (100 mL) were REFLUXED until disappearance of starting material. After cooling the mixture was filtered on a bed of celite, the cake washed with toluene and the organic phases concentrated to give 3-FLUORO-4-ACETYL pyridine (6.9 g, 70%) that was used directly in the next step.

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. 87674-15-5, 1-(3-Fluoropyridin-4-yl)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PHARMACIA ITALIA S.P.A.; WO2005/13986; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 696-42-4, 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. 696-42-4, name is 5-Fluoronicotinonitrile, molecular formula is C6H3FN2, 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.

Produced in Reference Example 33 3- (piperidin-4-yl)-lH-pyrazol-5-amine hydrochloride (0.400 g, 1.67 mmol) in dimethyl sulfoxide (4 mL) suspension of 1,8 – diazabicyclo [5.4.0] -7-undecene (0.750mL, 5.02mmol) was added, and the mixture was stirred for 10 minutes at room temperature.Then, 3,6-dichloro pyridazine (0.249 g, 1.67 mmol) and the mixture was stirred for 4 hours at 1 hour, 60 C. at room temperature.After cooling to room temperature, water was added to the reaction mixture, and the mixture was extracted with ethyl acetate.The resulting organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, under reduced pressure, and the solvent was evaporated.The obtained residue was purified by silica gel column chromatography to obtain [eluent: ethyl acetate / methanol = 95 / 5-90 / 10 (gradient) to give the title compound (71% 0.330 g, yield) It was.Instead of 3,6-dichloro-pyridazine, 5-fluoro-3-carbonitrile (0.204 g, 1.67 mmol) using, the same procedure was followed as the method described in Reference Example 34, the title compound ( 0.167g, yield: 37%) was obtained.

According to the analysis of related databases, 696-42-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Daiichi Sankyo company limited; Sato, Rie; Kobayashi, Katsuhiro; Kaneko, Toshio; (188 pag.)JP2015/113323; (2015); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 856851-48-4, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 856851-48-4 as follows.

Hydrogen peroxide-urea complex (31 .04 g, 330 mmol) was added in one portion to a solution of 2-chloro-5-ethoxypyridine (26.0 g, 1 65 mmol) in dichloromethane (250 mL) at 0 00 then trifluoroaceticanhydride (62.4 g, 297 mmol, 41 .3 0 mL) was added dropwise. The mixture was stirred at 20 00 for 16 h. The reaction mixture was quenched by addition of saturated aqueous sodium thiosulfate (150 mL). The mixture was extracted with dichloromethane (200 mL x 3), then the combined organic phases were washed with saturated aqueous sodium chloride solution (100 mL), dried over anhydrous sodium sulfate, filtered and concentrated to give a crude residue that was purified by chromatography (silica, petroleumether : ethyl acetate 1:0 to 1:2) to give 2-chloro-5-ethoxypyridine 1-oxide (22.0 g, 126.7 mmol, 77%) as a yellow solid. 1H NMR (400 MHz, ODd3) O 8.05 (d, J2.6 Hz, 1 H), 7.29 (d, J9.0 Hz, 1 H), 6.81 (dd, J2.6, 9.1 Hz, 1 H), 3.97 (q, J6.9 Hz, 2H), 1 .37 (t, J7.0 Hz, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,856851-48-4, its application will become more common.

Reference:
Patent; YUMANITY THERAPEUTICS; LUCAS, Matthew; LE BOURDONNEC, Bertrand; WRONA, Iwona; PANDYA, Bhaumik; TIVITMAHAISOON, Parcharee; OZBOYA, Kerem; VINCENT, Benjamin; TARDIFF, Daniel; PIOTROWSKI, Jeff; SOLIS, Eric; SCANNEVIN, Robert; CHUNG, Chee-Yeun; ARON, Rebecca; RHODES, Kenneth; (489 pag.)WO2018/81167; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 58481-17-7, 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 58481-17-7, name is Methyl 2-(hydroxymethyl)isonicotinate. This compound has unique chemical properties. The synthetic route is as follows.

Methyl 2-(hydroxymethyl)isonicotinate (8.36 g, 50 mmol) was dissolved in dichloromethane (150 ml_). Dess-Martin periodinane (25 g, 58.94 mmol) was added and the mixture stirred at room temperature for 2 h 30 min. Sodium sulfothioate (59.3 g, 375.00 mmol) was dissolved in satd NaHCO3 and added to the reaction mixture. The suspension was vigorously stirred at room temperature for 15 min, DCM was added and the phases were separated. The aqueous phase was extracted with DCM twice and the combined organic layers were dried over MgSO and evaporated. The residue was purified by automated flash chromatography on a Biotage KP-SIL 340g column. Gradient heptanes / EtOAc 80:20 to 65:35 over 5 CV was used as mobile phase. Methyl 2-formylisonicotinate (7 g, 85 %) was isolated as an off-white solid. 1H NMR (400 MHz, cdcl3) delta 4.00 (s, 3H), 8.09 (dd, 1 H), 8.49 (s, 1 H), 8.95 (d, 1 H), 10.15 (s, 1 H). MS m/z 165 (M+H)+

According to the analysis of related databases, 58481-17-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; CHENG, Leifeng; SCHELL, Peter; WO2012/47156; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem