Tag: M.W:200-300

624-28-2, A common compound: 624-28-2, name is 2,5-Dibromopyridine,molecular formula is C5H3Br2N, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

A) 5-Bromo-pyridine-2-yl-hydrazine [0213] A mixture of 2,5-dibromopyridine (44.2 g, 0.187 moles), hydrazine hydrate (55% by weight, 105.7 mL, 1.87 mol), poly(ethylene glycol) (187.0 mL), 2-butanol (37.3 mL) and water (187.0 mL) under nitrogen is refluxed gently for 29 hours. The mixture is cooled and stirred for 20 hours. To the resulting slurry, cold water (220.0 mL) is added. The slurry is stirred for an additional 30 minutes and filtered. The cake is washed with cold water (3¡Á) and dried in a vacuum-oven (40-45 C.) for 48 hours. The title compound (30.5 g, 87%) may be obtained as off-white flakes.

With the rapid development of chemical substances, we look forward to future research findings about 624-28-2.

Reference:
Patent; Pfizer Inc; US2004/87615; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

571188-59-5 , The common heterocyclic compound, 571188-59-5, name is tert-Butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate, molecular formula is C14H22N4O2, 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.

Toluene (432.0 mL) and 4-(6-amino-pyridine-3-yl)-piperazine-l -carboxylic acid tert-butyl ester (34.3g, 0.123 moles) were charged into 2L 4N RB flask under nitrogen atmosphere at 30¡À5C and stirred for 5-10 min to get brown colored suspension. Reaction mass was cooled to 0¡À5C. Lithium hexamethyldisilazane 1M solution in THF (259.0 mL, 0.258 moles) was added dropwise to the reaction mass through addition funnel by maintaining the reaction mass temperature at 0 ¡À5C. And stirred the reaction mass for 10-15 min at 0 ¡À 5Cto get clear brown colored solution. Add the solution of 2-chloro-7-cyclopentyl-N,N-dimethyl-pyrrolo[2,3-d]pyrimidine- 6-carboxamide (36.0g, 0.123 moles) in 324.0 mL of toluene dropwise to the reaction mass through addition funnel at 0 ¡À5C. Reaction mass temperature was raised to 25- 35C and stirred for lh for reaction completion. (0107) After completion of reaction (by TLC), solvent was distilled off on rotavapor under vacuum at 55-60C to get the brown colored solid. DM water (360.0 mL) and aq. sodium bicarbonate solution (36.0g of sodium bicarbonate was dissolved in 720.0 mL of DM water) were added to the above solid and stirred for 10-15 min. Then methylene chloride (720 mL) was charged to the above solution and stirred for 5-l0min. Layers were separated. Organic layer washed with DM water (720 mL) and layers Separated. Solvent was distilled off from organic layer completely under vacuum at 45-50C on rotavapor to obtain brown colored solid. The solid was leached with methanol (180 mL) at 30 ¡À 5C to afford title compound as pale brown colour solid. Weight of the product: 57.0g (86.6% by theory). Purity by HPLC > 98.0%. (0108) H1 NMR (DMSO-d6): d 9.412 (S, 1 H), 8.167-8.190 (d, 2 H), 8.02-8.03 (d, 1 H), 7.449-7.479 (dd, 1 H), 6.603 (S, 1 H), 4.690-4.778 (m, 1 H), 3.472-3.484 (d, 4 H), 3.062-3.073 (d, 10H), 2.413-2.465 (m, 12 H), 1.92-1.991 (m, 4 H), 1.427-1.65 (m, 10H); Mass m/z (M+l): 535.25

According to the analysis of related databases, 571188-59-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NATCO PHARMA LIMITED; ARUNKUMAR, Thiriveedhi; SWAPNA, Kondaveeti; SATHISH, Thumati; NARESH, Ghanta; JANAKI RAMA RAO, Ravi; DURGA PRASAD, Konakanchi; PULLA REDDY, Muddasani; VENKAIAH CHOWDARY, Nannapaneni; (36 pag.)WO2019/142206; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

624-28-2, 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. 624-28-2, name is 2,5-Dibromopyridine, the common compound, a new synthetic route is introduced below.

A solution of 2,5-dibromopyridine (1.5 g, 6.3 mmol), L-Proline (0.08 g, 1.3 mmol), pyrrolidine (0.9 g, 0.0125 mol), AcOK (3.2 g, 33 mmol) and Cu I (0.3 g, 1.3 mmol) in DMF (40 mL) was stirred under N2 and at 850C for 12 h. The solution was filtered to remove the catalyst. The residue was diluted with H2O and was extracted with EA. The organic layer was washed with brine, dried over Na2SO4 and filtered. The filtrate was evaporated to give the target product (0.9 g, 63%). MS (m/z) (Mf+H): 243, 245.

Statistics shows that 624-28-2 is playing an increasingly important role. we look forward to future research findings about 2,5-Dibromopyridine.

Reference:
Patent; PROGENICS PHARMACEUTICALS, INC.; WO2009/155527; (2009); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 571188-59-5, tert-Butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate, 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, 571188-59-5, blongs to pyridine-derivatives compound. 571188-59-5

To 2-chloro-4-cyclopentylamino-pyrimidine-5-carboxylic acid ethyl ester (-2 mmol) in butanol (1.7 mL) was added 4- (6-AMINO-PYRIDIN-3-YL)-PIPERAZINE-L- carboxylic acid tert-butyl ester (0.7g). This mixture was heated to 100 C. After 2 hrs, xylenes (2 mL) was added and the temperature was raised to 140 C. Heating was continued overnight. The mixture then was allowed to cool and diluted with ethyl acetate. The organic solution was washed twice with 1 M NAOH (aq), saturated ammonium chloride solution, then brine. After drying over magnesium sulfate, the solvents were evaporated and the residue was purified by chromatography on silica gel eluting with 35-45% ethyl acetate in hexanes to give 4- [6- (5-BROMO-4-CYCLOPENTYLAMINO-PYRIMIDIN-2-YLAMINO)-PYRIDIN-3-YL]- PIPERAZINE-1-CARBOXYLIC acid tert-butyl ester. MS (APCI) M++1 Calc’d, 519.18 ; Found, 520.0.

With the rapid development of chemical substances, we look forward to future research findings about 571188-59-5.

Reference:
Patent; WARNER-LAMBERT COMPANY LLC; WO2004/65378; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

152460-10-1, 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. 152460-10-1, name is N-(5-Amino-2-methylphenyl)-4-(3-pyridyl)-2-pyrimidineamine, the common compound, a new synthetic route is introduced below.

General procedure: The imatinib analogs 3,4-R1,R2-N-(4-methyl-3(4-(pyridine-3-yl)pyrimidin-2-ylamino)phenyl)benzamide (R1 = R2 = H (1); R1 = H, R2 = SCH3 (2); R1 = NO2, R2 = H (3); R1 = NH2, R2 = H (4); R1 = R2 = NO (5)) and N-(4-methyl-3-(4-(pyridin-3-yl) pyrimidin-2-ylamino)phenyl)picolinamide (6) was synthesized following a modified procedure described in the literature16 as shown in Scheme 1. Briefly, an excess amount of benzoyl chloride compound 1b, 2b, 3b, 4b, 5b or 6b was added to a suspension of 6-methyl-N-(4-(pyridin-3-yl)pyrimidin-2-yl) benzene-1,3-diamine (0.5 g, 2 mmol) in dichloromethane (10 mL) containing TEA (0.58 mL, 4 mmol), and the mixture was reacted at 0 C for 4 h, and TLC of reaction mass indicated the absence of starting compound. The solution was then filtered and washed with dichloromethane, the excess dichloromethane was removed in vacuo, and the residue was purified by recrystallization from ethanol.

Statistics shows that 152460-10-1 is playing an increasingly important role. we look forward to future research findings about N-(5-Amino-2-methylphenyl)-4-(3-pyridyl)-2-pyrimidineamine.

Reference:
Article; Lue, Shuang; Luo, Qun; Hao, Xiang; Li, Xianchan; Ji, Liyun; Zheng, Wei; Wang, Fuyi; Bioorganic and Medicinal Chemistry Letters; vol. 21; 23; (2011); p. 6964 – 6968;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

69045-84-7 ,Some common heterocyclic compound, 69045-84-7, molecular formula is C6H2Cl2F3N, 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.

500mL glass bottle,Supporting serpentine condenser,54.0 g (0.25 mol) of 2,3-dichloro-5-trifluoromethylpyridine,DMAC 150g,Anhydrous KF 18.9 g (0.325 mol),4 g (0.018 mol) of benzyltriethylammonium chloride,The temperature of the oil bath was raised to 170 C,Time reaction 5h,After DMAC was recovered by distillation,2-Fluoro-3-chloro-5-trifluoromethylpyridine was collected under reduced pressure48.6g,Its content of 2-fluoro-3-chloro-5-trifluoromethylpyridine was 99.5%Yield 97%.

According to the analysis of related databases, 69045-84-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Inner Mongolia Jiaruimi Fine Chemical Co., Ltd.; Dong Yongxia; Xiang Bin; Li Jun; (5 pag.)CN107286087; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

69045-84-7, Adding a certain compound to certain chemical reactions, such as: 69045-84-7, 2,3-Dichloro-5-(trifluoromethyl)pyridine, 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, 69045-84-7, blongs to pyridine-derivatives compound.

Step A Synthesis of 3-chloro-5-trifluoromethylpyrid-2-ylhydrazine To a solution of 60 mL of hydrazine monohydrate in 380 mL of ethanol was added 81 g (0.38 mole) of 2,3-dichloro-5-trifluoromethylpyridine during a period of 25 minutes. At the end of the addition the temperature had risen to 37 C. This mixture was heated to reflux and maintained at reflux for approximately 15 hours. The solvent was evaporated under reduced pressure, leaving a wet slurry that was immediately recrystallized from boiling ethanol/water (5:2). The mixture was cooled to 20 C. and then filtered. The filter cake was air-dried, yielding approximately 60 g of 3-chloro-5-trifluoromethylpyrid-2-ylhydrazine. The NMR spectrum was consistent with the assigned structure. This reaction was repeated to obtain additional material for subsequent reactions.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,69045-84-7, its application will become more common.

Reference:
Patent; FMC Corporation; US5321002; (1994); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

72830-09-2, 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. 72830-09-2, name is 2-Chloromethyl-3,4-dimethoxypyridinium chloride, molecular formula is C8H11Cl2NO2, 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.

Example I 2 Preparation of 5-chloro-2-[[(3,4-dimethoxy-2-pyridinyl)methyl]thio]-1H-benzimidazole 2-chloromethyl-3,4-dimethoxypyridine hydrochloride (896 mg, 0.004 mol) was dissolved in 25 ml MeOH and treated with NaOH (390 mg, 0.008 mol) dissolved in 1.5 ml H2 O. 5-chloro-2-mercapto-1H-benzimidazole (812 mg, 0.0044 mol) was added and the resulting mixture allowed to react for 2h at room temperature. The solvent was evaporated and the residue partitioned between 50 ml 2.5 % NaOH and 75 ml CH2 Cl2. The aqueous layer was separated and extracted twice with 25 ml CH2 Cl2. The organic layers were combined, washed with 25 ml H2 O, dried over MgSO4 and the solvent was evaporated. The crude product was triturated with approximately 5 ml of EtOAc saturated with NH3. The solid was collected and the mother liquor reprocessed furnishing 650 mg (48%) of the title compound as an off white powder.

The chemical industry reduces the impact on the environment during synthesis 72830-09-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Aktiebolaget Hassle; US5019584; (1991); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The common heterocyclic compound, 72830-09-2, name is 2-Chloromethyl-3,4-dimethoxypyridinium chloride, molecular formula is C8H11Cl2NO2, 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. 72830-09-2

General procedure: 2-Chloromethyl pyridine hydrochloride (0.8 g, 5.0 mmol), 2-chloromethyl-4-methoxy-3-methylpyridine hydrochloride (1.0 g, 5.0 mmol), 2-chloromethyl-4-methoxy-3,5-dimethylpyridine hydrochloride (1.1 g, 5.0 mmol), 2-chloromethyl-3,4-dimethoxypyridine hydrochloride (1.12 g, 5.0 mmol), K2CO3 (1.1 g, 8.0 mmol) and KI (1.32 g, 8 mmol) were added to a magnetically stirred solution of 9 (1.24 g, 5.0 mmol) in a mixture of acetone (30 ml) and ethanol (30 ml). The reaction mixture was stirred constantly at 60 C for about 8 h. When the reaction was finished, as monitored by TLC, water (100 ml) was added. Then the reaction mixture was extracted with DCM (30 ml ¡Á 4). The organic phase was combined and concentrated under reduced pressure gave crude compounds 11a-d.

The synthetic route of 72830-09-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; El-Nezhawy, Ahmed O.H.; Biuomy, Ayman R.; Hassan, Fatma S.; Ismaiel, Ayman K.; Omar, Hany A.; Bioorganic and Medicinal Chemistry; vol. 21; 7; (2013); p. 1661 – 1670;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

571188-59-5, 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. 571188-59-5, name is tert-Butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate. A new synthetic method of this compound is introduced below.

(10) 2.25 g of the compound of formula (4) was dissolved15ml re-steamed toluene,Under nitrogen protection conditions,Add 13.5 ml (1 mol / L)Lithium hexamethyldisilazide,Reaction 30min,Then, 3 g of the compound of formula (12) (dissolved in 6 ml of reformed toluene)Reaction at low temperature for 4 hours,After the reaction is complete,Add ammonium chloride quenching,Adding methylene chloride extraction,The compound of formula (13) was purified by column chromatography

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. 571188-59-5, tert-Butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; East China Normal University; Hu Wenhao; Chang Huan; Xu Haiqun; Huang Haifeng; Ma Mingliang; (21 pag.)CN106749259; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem