Tag: M.W:100-200

Application of 88912-26-9, 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 88912-26-9 as follows.

THF (25 ml_), 2-{4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2- fluorophenyl}acetohydrazide (700 mg, 1.98 mmol), 2,5-dichloro-4-pyridinecarboxylic acid (380 mg, 1.98 mmol), HATU (380 mg, 1.98 mmol) and DIPEA (0.700 ml_, 3.96 mmol) were combined and stirred at rt for 45 min. Burgess Reagent (2.36 g, 9.90 mmol) was added and the reaction stirred overnight. The reaction mixture was diluted with ethyl acetate and washed with water. The solvent was removed and the crude material purified via silica gel chromatography to give 340 mg of the title compound. 1H NMR (DMSO-d6) delta 8.74 (s, 1 H), 7.98 (s, 1 H), 7.77 (m, 1 H), 7.50 (m, 3 H), 7.46 (m, 1 H), 4.50 (s, 2 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,88912-26-9, its application will become more common.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/157273; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1190319-59-5, 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.1190319-59-5, name is 1H-Pyrrolo[2,3-c]pyridine-4-carbonitrile, molecular formula is C8H5N3, molecular weight is 143.1454, as common compound, the synthetic route is as follows.

a) To a suspension of NaH 60% (19 mg, 0.47 mmol) in dry DMF (1 mL) at 0 5C was added dropwise a solution of 1 H-pyrrolo[2,3-c]pyridine-4-carbonitrile (67 mg, 0.45 mmol) in DMF (1 mL). After 10 min a solution of 2-(bromomethyl)-4- chloro-1 -((2,4-difluorobenzyl)oxy)benzene (162 mg, 0.47 mmol) in 1 mL of DMF was added dropwise. After 16 h at 0 5C water was added and extracted with EtAcO (x3). Combined organic extracts were washed with water, brine and dried over Na2S04. Column chromatography on silica gel eluting with DCM:MeOH (95:5) gave the desired compound as a slightly brown solid (159 mg, 87% yield).1 H NMR (400 MHz, CDCI3) ? 8.83 (s, 1 H), 8.55 (s, 1 H), 7.37 (d, J = 3.1 Hz, 1 H), 7.29 (dd, J = 8.8, 2.6 Hz, 1 H), 7.22 – 7.14 (m, 1 H), 6.99 (d, J = 2.6 Hz, 1 H), 6.94 (d, J = 8.8 Hz, 1 H), 6.90 – 6.82 (m, 2H), 6.70 (dd, J = 3.1 , 0.8 Hz, 1 H), 5.37 (s, 2H), 5.04 (s, 2H).

The chemical industry reduces the impact on the environment during synthesis 1190319-59-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; LABORATORIOS DEL DR. ESTEVE, S.A.; DRACONIS PHARMA, S.L.; ALMIRALL, S.A.; TORRENS JOVER, Andoni; MERCE VIDAL, Ramon; CALDENTEY FRONTERA, Francesc Xavier; RODRIGUEZ GARRIDO, Antonio, David; CARCELLER GONZALEZ, Elena; SALAS SOLANA, Jordi; WO2013/37960; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 13603-44-6, 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 13603-44-6, name is 2,6-Dimethylpyridin-4-ol. This compound has unique chemical properties. The synthetic route is as follows.

Bromine (72.8 mL, 1.4 mol) was added via addition funnel over 60 min to a mechanically stirred cold (ice-water bath) solution of 2,6-dimethylpyridin-4- ol (87 g, 706 mmol) and 4-methylmorpholine (156 mL, 1.4 mol) in dichloromethane (1 L) and methanol (100 mL) and then stirred for 2 h at rt. Additional bromine (-15 mL) was added based on monitoring by LCMS. The product was filtered, washed with ether, and dried under vacuum to give 3,5-dibromo-2,6-dimethylpyridin-4-ol 176.8 g (88%).

According to the analysis of related databases, 13603-44-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VIIV HEALTHCARE UK (NO.5) LIMITED; EASTMAN, Kyle J.; KADOW, John F.; PARCELLA, Kyle E.; NAIDU, B. Narasimhulu; WANG, Tao; YIN, Zhiwei; ZHANG, Zhongxing; (121 pag.)WO2017/25917; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1201924-32-4 ,Some common heterocyclic compound, 1201924-32-4, molecular formula is C7H6ClNO2, 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.

6-Chloro-3-methylpyridine-2-carboxylic acid (595 mg, 3.47 mmol), aminomethylcyclopropane (356 muL, 4.16 mmol), EDC.HCl (1.46 g, 7.63 mmol), HOBN (1.54 g, 8.67 mmol) and NEM (1.10 mL, 8.67 mmol) were dissolved in DCM (30 mL) and stirred for 16 h. The reaction mixture was washed with sat aq NaHCO3 (30 mL), 1M aq HCl (30 mL), brine (30 mL), dried (MgSO4) and concentrated in vacuo. The residue was purified by column chromatography to give the title compound (215 mg, 28%) as a yellow solid. LCMS (ES+): 225.5 [MH]+.

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. 1201924-32-4, 6-Chloro-3-methylpicolinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Proximagen Limited; Savory, Edward Daniel; Stewart, Allson; Cartey, Allison; Brown, Giles; Simpson, Iain; Oliver, Kathryn; Patient, Lee; Higginbottom, Michael; Cole, Andrew Graham; US2013/289020; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 183208-35-7, 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. 183208-35-7, name is 5-Bromo-1H-pyrrolo[2,3-b]pyridine. A new synthetic method of this compound is introduced below.

A solution of 5-bromo- lH-pyrrolo[2,3-b]pyridine 8 (196 g, 994 mmol) in anhydrous tetrahydrofuran (2 L) was cooled to 0 C and treated with sodium hydride (60% in mineral oil, 49.3 g 1233 mmol) over 30 minutes. After two hours, benzenesulfonyl chloride 9 (153 mL, 1 193 mmol) was added dropwise and the reaction was stirred at room temperature overnight. The reaction was quenched with brine (1 L). The layers were separated and the aqueous phase was extracted with ethyl acetate (2 x 500 mL). The organic layers were combined, dried with sodium sulfate, filtered and concentrated under reduced pressure. The product was triturated with methyl tert-butyl ether to give compound 10 as a tan solid (319 g, 95%). The data from the lH NMR spectrum were consistent with the structure of the compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,183208-35-7, its application will become more common.

Reference:
Patent; PLEXXIKON INC.; WU, Guoxian; CHAN, Katrina; EWING, Todd; IBRAHIM, Prabha, N.; LIN, Jack; NESPI, Marika; SPEVAK, Wayne; ZHANG, Ying; WO2014/100620; (2014); A2;,
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.166526-03-0, name is 4,6-Dichloronicotinonitrile, molecular formula is C6H2Cl2N2, molecular weight is 173, as common compound, the synthetic route is as follows.Recommanded Product: 4,6-Dichloronicotinonitrile

4-Chloro-6-(l,3-dimethylpyrazol-4-ylamino) pyridine-3-carbonitrile was prepared as follows:4,6-Dichloropyridine-3-carbonitrile (9.60 g, 55.49 mmol), N-(l,3-dimethylpyrazol- 4-yl)acetamide (8.5 g, 55.49 mmol, see Example 2.02), palladium(II) acetate (0.374 g, 1.66 mmol), 9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene (1.926 g, 3.33 mmol) and cesium carbonate (27.1 g, 83.23 mmol) were weighed out in a flask. Dioxane (110 mL) was added and argon was bubbled through the reaction mixture for 5 minutes at room temperature. The resulting suspension was stirred at 90 0C for 2 hours. The reaction mixture was allowed to cool to room temperature with stirring, water (275 mL) was added followed by the portionwise addition of lithium hydroxide hydrate (6.99 g, 166.47 mmol). The solution was left to stir at room temperature for 30 minutes. The resulting precipitate was collected by filtration, washed with water and dried. The crude product was purified by flash chromatography on silica gel eluting with 0 to 5% MeOH in EtOAc/DCM (1 :1). The solvent was evaporated to dryness. The residue was triturated in Et2O, and the resulting precipitate was collected by filtration, washed with Et2O and dried to a constant weight to afford 4-chloro-6-(l,3-dimethylpyrazol-4-ylamino)pyridine-3-carbonitrile (6 g, 43.7 %) as a pale yellow solid. 1H NMR spectrum (500 MHz, CDCl3): delta 2.15 (s, 3H), 2.88 (s, 3H), 6.43 (s, IH), 6.45 (s, IH), 7.44 (s, IH), 8.36 (s, IH); Mass spectrum: m/z (ESI+) (M+H)+ = 248.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,166526-03-0, 4,6-Dichloronicotinonitrile, and friends who are interested can also refer to it.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/153589; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 120277-39-6, 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 120277-39-6, name is (E)-3-(Pyridin-3-yl)prop-2-en-1-ol. This compound has unique chemical properties. The synthetic route is as follows.

[0366] Step C: [0367] To the solution of the crude product from Step B (0.5 g, 3.8 mmol) in CH2Cl2 (20 mL) was added MnO2 (2.5 g). The mixture was stirred at room temperature for 16 h. Filtration, concentration and purification by chromatography (silica gel, 98:2 dichloromethane/methanol) gave 0.37 g (42percent) of the title compound as white solid MS134 (M+H)+.

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 120277-39-6, (E)-3-(Pyridin-3-yl)prop-2-en-1-ol.

Reference:
Patent; Henninger, Todd C.; Macielag, Mark J.; Marinelli, Brett A.; Zhu, Bin; US2004/18994; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 6345-27-3, 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. 6345-27-3, name is Isonicotinimidamide hydrochloride, molecular formula is C6H8ClN3, 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-3. 6-Methyl-2-(4-pyridinyl)-4-pyrimidinol — A mixture containing 15.8 g.of isonicotinamidine hydrochloride, 16.8 g. of sodium methoxide, 17 g. of ethyl acetoacetate and 100 ml. of ethanol was refluxed with stirring for seven hours and then evaporated to dryness. The residue was dissolved in water and the aqueous solution made acidic with acetic acid. The resultingsolution was collected, washed with water, dried and recrystallized from ethanol to yield 6.7 g. of 6-methyl-2-(4-pyridinyl)-4-pyrimidinol, m.p. 236 -238 C.

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 6345-27-3, Isonicotinimidamide hydrochloride.

Reference:
Patent; Sterling Drug Inc.; US3992380; (1976); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 13602-11-4, name is Methyl 6-methylpyridine-2-carboxylate. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 13602-11-4

Step 3 in N2 condition, compound 3 (10g, 66.2mmol), CCl4(100 ml), NBS is sequentially added in the solution (17.7g, 99 . 3mmol), AIBN (543.5 mg, 3 . 3mmol), reflux reaction 12h, after detecting reaction is complete, concentrated under reduced pressure, by adding water, extraction with ethyl acetate, combined with the phase, ethyl acetate is removed under reduced pressure, the oily compound crocatus obtained. Recrystallization with petroleum ether and ethyl acetate (10:1) finally obtaining the white solid compound 4 (7.8g), yield 51.3%. This step attempts to adopt different post-processing method, of column chromatography, recrystallization effect is not good, and recrystallization to obtain product is a white solid, no other color.

With the rapid development of chemical substances, we look forward to future research findings about 13602-11-4.

Reference:
Patent; Shanghai Institute Of Technology; Yao, Zhiyi; Zhang, Xiaopan; Zong, Haoqiang; Wang, Dongsheng; (14 pag.)CN105294552; (2016); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 71935-32-5, 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. 71935-32-5, name is 4-(Hydroxymethyl)picolinonitrile. A new synthetic method of this compound is introduced below.

In toluene, 4-hydroxymethylpyridine-2-carbonitrile (111 mg, 0.83 mmol) synthesized in Production Example 87 was dissolved, and thionyl chloride (73 muL) was added thereto. The mixture was refluxed for 30 minutes. Thereafter, the mixture was allowed to cool down to a room temperature and stirred for one hour. After the completion of the reaction was confirmed by HPLC, the solvent was distilled off. The resulting residue was used for the next reaction without purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,71935-32-5, its application will become more common.

Reference:
Patent; ASKA Pharmaceutical Co., Ltd; Okada, Makoto; Hasumi, Koichi; Nishimoto, Takahiro; Yoshida, Miwa; Ishitani, Kouki; Aotsuka, Tomoji; Kanazawa, Hashime; US2013/85127; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem