Tag: M.W:200-300

Related Products of 867034-10-4 ,Some common heterocyclic compound, 867034-10-4, molecular formula is C10H9ClN2O2, 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 heterogeneous solution of potassium ethoxide (6.56 g, 77.9 mmol) in diethyl ether (55 mL), was slowly added diethyl oxalate (10.6 mL, 77.9 mmol). A slight exotherm resulted. After stirring 5 min, a homogeneous yellow solution resulted, but after 10 min, a heterogeneous yellow slurry was observed. Addition of 2-chloro-4-methyl-3-nitropyridine (13.45 g, 77.9 mmol) as a solid, with a diethyl ether rinse (23 mL), resulted in a dark violet solution with a dark precipitate. The mixture was stirred at room temperature overnight (21 h). The solid precipitate was filtered, rinsed thoroughly with diethyl ether, and air-dried to give potassium (lZ)-1-(2-chloro-3- nitropyri din-4-yl)-3-ethoxy-3-oxoprop-1-en-2-olate (19.8 g, 63.6 mmol, yield 81%) as an orange solid. The crude product was used directly without further purification or identification.Potassium (lZ)-l-(2-chloro-3-nitropyridin-4-yl)-3-ethoxy- 3-oxoprop-1-en-2-olate (19.8 g, 63.6 mmol) was dissolved in acetic acid (908 mL) and the solution was treated with iron powder (14.6 g, 280.9 mmol). The reaction mixture was warmed to 60C and stirred overnight (18.5 h). TLC analysis indicated consumption of the starting material, therefore the reaction mixture was filtered through diatomaceous earth to remove the catalyst. The filtrate was concentrated to dryness. The residue was treated with methylene chloride (ca. 400 mL) and filtered through a plug of silica. Eluting with methylene chloride removed insolubles, and further elution with methylene chloride/ethyl acetate (50: 50) provided ethyl 7- chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylate (10.3 g, 45.8 mmol, yield 72%) as a yellow solid after concentration: Rf 0.80 (silica gel, 50:50 hexanes/ethyl acetate) ; mp 152-157C; (at)H NMR (300 MHz, CD30D) 81.43 (3H, t, J = 7.0 Hz), 4.44 (2H, q, J = 7.1 Hz), 7.27 (lH, s), 7.65 (1H, d, J = 5.7 Hz), 7.95 (1H, d, J = 5.4 Hz); ESI MS m/z 224 [C10H9ClN2O2 + H] +; HPLC (Method A) >99% (AUC) , tR = 16. 6 min.Ethyl 7-chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylate (0.64 g, 2.85 mmol) was dissolved in tetrahydrofuran (5.7 mL) and methanol (6.8 mL). To the mixture was added 3 N KOH (2.85 mL). After stirring overnight (15.5 h) at room temperature, the reaction mixture was concentrated to dryness. The residue was dissolved in water. This aqueous solution was made acidic (pH 3 using 6 N HCl. The precipitate was collected by filtration. The precipitate was dissolved in methanol and concentrated to dryness to afford 7-chloro-lH-pyrrolo[2,3- c] pyridine-2-carboxylic acid (0.53 g, 2.7 mmol, 94%) as a yellow powder: mp 210-214C; ¹H NMR (300 MHz, CD30D) 87.25 (lH, s), 7.65 (lH, d, J = 5.4 Hz), 7.94 (lH, d, J = 5.4 Hz) ; ESI MS m/z 195 [C8H5ClN2O2 – H]-; HPLC (Method A) >99% (AUC) , tR = 12.2 min.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,867034-10-4, its application will become more common.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2005/97129; (2005); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 114042-02-3, 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. 114042-02-3, name is 5-Bromo-3-methyl-2-nitropyridine, molecular formula is C6H5BrN2O2, 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) Add DMA and DMF to the reaction kettle,The molar ratio of DMA to DMF is 2:3.Stir and mix well,Thereafter, 2-nitro-3-methyl-5-bromopyridine is added thereto.Heat, keep the temperature at 160 C,Carry out a reflux reaction,After the reaction is completed,Distilling the solvent under reduced pressure,Add absolute ethanol,After mixing evenly, suction filtration, washing,Drying2-nitro-3-dimethylamine vinyl-5-bromopyridine

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 114042-02-3, 5-Bromo-3-methyl-2-nitropyridine.

Reference:
Patent; Jiaxing Xiuzhou Qu Hong Hezhen Middle School; Zhu Shengxiang; (6 pag.)CN109456323; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 2897-43-0, 2,6-Dichloro-3-nitropyridin-4-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, Computed Properties of C5H3Cl2N3O2, blongs to pyridine-derivatives compound. Computed Properties of C5H3Cl2N3O2

(6) 2,4,6-trichloro-3-nitropyridine 2,6-dichloro-3-nitropyridine-4-amine (2.27 g, 10.9 mmol) was added to 48 mL concentrated hydrochloric acid, and cooled to 0-5 C. To the solution was added sodium nitrite (2.26 g, 32.7 mmol) in batches. After the addition of sodium nitrite, the reaction solution was stirred for 1 h at 0-5 C., and then stirred for 2 h at 25 C., adjusted to pH=7 with 40% sodium hydroxide solution, and extracted with ethyl ether. After the organic phase was dried (Na2SO4) and concentrated, it was subjected to column chromatography eluted with petroleum ether to afford 2 g white solid with a yield of 80.7%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2897-43-0, 2,6-Dichloro-3-nitropyridin-4-amine, and friends who are interested can also refer to it.

Reference:
Patent; Xuanzhu Pharma Co., Ltd.; US2012/289497; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 885168-04-7, 5-Bromo-3-chloropicolinaldehyde, 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: C6H3BrClNO, blongs to pyridine-derivatives compound. HPLC of Formula: C6H3BrClNO

5-Bromo-3-chloropicolylaldehyde 2.06 gAnd 1.00 g of 1-butylamineIn 10 ml of toluene,While performing azeotropic dehydration using a Dean-Stark tube,It was heated to reflux for 2 hours.Then,The solvent was distilled off under reduced pressure,To the residue was added acetic acid 10 mlAnd 1.05 g of nitroethane were added,Followed by stirring at 100 C. for 40 minutes.After completion of the reaction,The reaction mixture was allowed to cool to room temperature, 30 ml of water was added, and the mixture was extracted with ethyl acetate (50 ml × 2).The organic layers were combined, dried over anhydrous sodium sulfate and then saturated brine, dried,The solvent was distilled off under reduced pressure,The residue was purified by silica gel column chromatography eluting with ethyl acetate-hexane (3: 97)0.76 g of the objective compound was obtained as brown crystals.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,885168-04-7, 5-Bromo-3-chloropicolinaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; nissan chemical industries, Ltd.; Takeshi, Mita; Yuki, Tajima; Yusuke, Nanya; Kosay, Iwasa; Makoto, Inada; Miho, Asahi; (124 pag.)JP2017/39722; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1235036-15-3, Adding some certain compound to certain chemical reactions, such as: 1235036-15-3, name is tert-Butyl 3-bromo-6-chloropicolinate,molecular formula is C10H11BrClNO2, 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 1235036-15-3.

To Example 1.1.10 (100 mg) and tert-butyl3-bromo-6-chloropicolinate (52.5 mg) in dioxane(2 mL) was added tris(dibenzylideneacetone)dipalladium(O) (8.2 mg), K3P04 (114 mg), 1,3,5,7-tetramethyl-8-phenyl-2,4,6-trioxa-8-phosphaadamantane (5.24 mg) and water (0.8 mL). The mixturewas stirred at 95 oc for 4 hours, diluted with ethyl acetate and washed with water and brine. Theorganic layer was dried over Na2S04 , filtered, concentrated and purified by flash chromatography,eluting with 20% ethyl acetate in heptanes and then with 5% methanol in dichloromethane, to providethe title compound. MS (ESI) m/e 643.3 (M+Ht

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. 1235036-15-3, tert-Butyl 3-bromo-6-chloropicolinate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ABBVIE INC.; BOGHAERT, Erwin, R.; JUDD, Andrew, S.; PHILLIPS, Andrew, C.; SOUERS, Andrew, J.; BRUNCKO, Milan; (503 pag.)WO2017/214301; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1026796-81-5, 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.1026796-81-5, name is N-(4-Bromopyridin-2-yl)acetamide, molecular formula is C7H7BrN2O, molecular weight is 215.05, as common compound, the synthetic route is as follows.

Intermediate 80: N-(4-(2-(Hydroxymethyl)-5-methyl-4-oxo-4,5-dihydrofuro[3,2-c]pyridin-7-yl)pyridin-2-yl)acetamide. 4,4,5,5-Tetramethyl-1 ,3,2-dioxaborolane (1 1.13 mL, 77 mmol) was added to a mixture of 7-bromo-2- (hydroxymethyl)-5-methylfuro[3,2-c]pyridin-4(5/-/)-one (for a preparation see Intermediate 78, 3.3 g, 12.79 mmol) and triethylamine (10.71 mL, 77 mmol) in 1 ,4-dioxane (20 mL) and the mixture was stirred for 5 min under nitrogen. Pd(PPh3)4 (1.478 g, 1 .279 mmol) was added and the mixture heated to 100C for 18 h. The mixture was cooled in an ice bath, then isopropanol (20.00 mL) was added, initially very cautiously, followed by water (10 mL), potassium carbonate (5.30 g, 38.4 mmol), PEPPSI-SIPr (0.871 g, 1.279 mmol) and A/-(4-bromopyridin-2-yl)acetamide (for a preparation see Intermediate 79, 3.02 g, 14.07 mmol). The mixture was heated to 80C for 2 h under nitrogen, then allowed to stand over the weekend. The mixture was diluted with ether (100 mL) and stirred for 10 min, then filtered and the solid was washed with water (50 mL) and dried under vacuum for 10 min to give the crude product. The resulting solid was heated in methanol (50 mL) to reflux, then cooled in an ice bath and the solid product collected by filtration to give A/-(4-(2-(hydroxymethyl)-5-methyl-4- oxo-4,5-dihydrofuro[3,2-c]pyridin-7-yl)pyridin-2-yl)acetamide (2.76 g, 8.81 mmol, 68.9 % yield) as a colourless solid. 1H NMR (400MHz, DMSO-of6) delta-ppm 10.53 (1 H, s), 8.50 (1 H, s), 8.38 (1 H, d), 8.13 (1 H, s), 7.48 (1 H, m), 6.85 (1 H, s), 5.46 (1 H, m), 4.55 (2H, d), 3.61 (3H, s), 2.13 (3H, s). LCMS (2 min, Formic): Rt = 0.55 min, MH+ 314.

Statistics shows that 1026796-81-5 is playing an increasingly important role. we look forward to future research findings about N-(4-Bromopyridin-2-yl)acetamide.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; AMANS, Dominique; BAMBOROUGH, Paul; BARKER, Michael David; BIT, Rino Antonio; BROWN, John Alexander; CAMPBELL, Matthew; GARTON, Neil Stuart; LINDON, Matthew J; SHIPLEY, Tracy Jane; THEODOULOU, Natalie Hope; WELLAWAY, Christopher Roland; WESTAWAY, Susan Marie; WO2014/140077; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 122851-69-8, 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. 122851-69-8, name is 3-Bromo-2-(chloromethyl)pyridine. A new synthetic method of this compound is introduced below.

A solution of cis-4-(2,3,6-trifluorophenyl)cyclohexanol (3.66 g) in THF (100 ml)was cooled to 0C, 60% sodium hydride (1.272 g) was added, and the mixture wasstirred under a calcium chloride tube dry atmosphere at room temperature for 10 min.To the reaction mixture was added 3-bromo-2-(chloromethyl)pyridine (4.92 g), and themixture was stirred at 70C for 3 hr. Water was added to the mixture at room temperature,and the mixture was extracted with ethyl acetate. The organic layer waswashed with saturated brine, dried over anhydrous sodium sulfate, and the solvent wasevaporated under reduced pressure. The residue was purified by silica gel chromatography(ethyl acetate/hexane) to give the title compound (3.73 g).MS, found: 401.0,403.0.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,122851-69-8, 3-Bromo-2-(chloromethyl)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; FUJIMOTO Tatsuhiko; RIKIMARU Kentaro; FUKUDA Koichiro; SUGIMOTO Hiromichi; MATSUMOTO Takahiro; TOKUNAGA Norihito; HIROZANE Mariko; (166 pag.)WO2017/135306; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 920979-05-1, Adding some certain compound to certain chemical reactions, such as: 920979-05-1, name is 5-(Trifluoromethyl)-1H-pyrrolo[3,2-b]pyridine-2-carboxylic acid,molecular formula is C9H5F3N2O2, 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 920979-05-1.

10.3 5-(Trifluoromethyl)pyrrolo[3,2-b]pyridine-2-ethyl carboxylate; 1 mL (18.71 mmol) of concentrated sulfuric acid is added to a solution of 0.2 g (0.87 mmol) of 5-trifluoromethyl-pyrrolo[3,2-b]pyridine-2-carboxylic acid, obtained in Stage 10.2, in 10 mL of ethanol. It is stirred under reflux for 20 hours then the solution is cooled, and concentrated at reduced pressure. The resultant residue is then taken up in 50 mL of dichloromethane then washed successively with 20 mL of a saturated aqueous solution of sodium bicarbonate, 40 mL of water and 20 mL of saturated aqueous solution of sodium chloride, dried over sodium sulfate and then concentrated at reduced pressure. We obtain 0.19 g of product, which is used as it is in the next stage.

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. 920979-05-1, 5-(Trifluoromethyl)-1H-pyrrolo[3,2-b]pyridine-2-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SANOFI-AVENTIS; US2010/41634; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 89364-04-5, 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.89364-04-5, name is 3-Bromo-4-nitropyridine, molecular formula is C5H3BrN2O2, molecular weight is 202.9935, as common compound, the synthetic route is as follows.

Under a nitrogen atmosphere, was added 0.05mol A-1,0.06mol raw material B-1, was added a mixed solvent (180ml THF to a three-necked flask of 500ml, 90ml H2O) was dissolved, nitrogen was stirred for 1 hour and then added 0.1mol K2CO3, 0.0005mol Pd (PPh3)4And heated to 80 , 20 hours, the reaction was observed by thin layer chromatography (TLC), until the reaction was complete.After cooling to room temperature, extracted with methylene chloride was added to the reaction system, liquid separation, the organic phase was spin evaporated under reduced pressure until no fraction.The resulting material was purified by silica gel column, to give the intermediate C-1.

The chemical industry reduces the impact on the environment during synthesis 89364-04-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Jiangsu March Optoelectric Technology Co., Ltd.; Li Chong; Chen Haifeng; Zhang Zhaochao; Xu Haojie; (47 pag.)CN110372715; (2019); 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 183483-29-6, name is 2-(2-Bromopyridin-4-yl)acetic acid. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 2-(2-Bromopyridin-4-yl)acetic acid

To a solution of 2-(2-bromo-4-pyridyl)acetic acid (300 mg, 1.39 mmol), diisopropylethylamine (538 mg, 4.17 mmol) and HATU (634 mg, 1.67 mmol) in DCM (15 mL) was added ethyl 2-amino-2-methyl-propanoate (256 mg, 1.53 mmol, HCl salt) and the reaction mixture was stirred at 20 C for 16 hours. On completion, the reaction mixture was concentrated in vacuo. The residue was purified by silica gel chromatography (petroleum ether:ethyl acetate = 1:1) to give the title compound (430 mg, 94% yield) as a light yellow solid. LCMS: (ES+) m/z (M+H)+= 329.0, tR = 0.679.1H NMR (400MHz, CDCl3) delta = 8.33 (d, J = 5.2 Hz, 1H), 7.45 (d, J = 1.2 Hz, 1H), 7.22 (dd, J = 1.2, 5.2 Hz, 1H), 6.27 (br. s., 1H), 4.20 (q, J = 7.2 Hz, 2H), 3.49 (s, 2H), 1.57 (s, 6H), 1.26 (t, J = 7.2 Hz, 3H)

With the rapid development of chemical substances, we look forward to future research findings about 183483-29-6.

Reference:
Patent; RAZE THERAPEUTICS, INC.; MAINOLFI, Nello; (215 pag.)WO2018/106636; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem