Category: 6602-32-0

Reference of 6602-32-0 , The common heterocyclic compound, 6602-32-0, name is 2-Bromo-3-hydroxypyridine, molecular formula is C5H4BrNO, 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 2-bromo-3-hydroxypyridine (50 g, 287.356 mmol) in THF at 0 C was added i-BuO-K (51.49 g, 459.7 mmol) portion wise. After stirring the reaction mixture for 15 mins, methoxymethyl chloride (34.473 mL, 459.77 mmol) was added to it at 0 C and the resulting reaction mixture was stirred for 12 h. at 25 C. Reaction mixture was diluted with water and extracted with ethyl acetate (4 x 500 mL). Organic layer was dried over anhydrous sodium sulfate, concentrated under reduced pressure to afford rude mass which was purified by column chromatography using silica gel (100-200 mesh) and 10% EtOAc-hexane as eluent to afford 2-bromo-3-methoxymethoxy-pyridine (45 g) as pale brown liquid. 1H-NMR (400 MHz, DMSO-d6): delta 8.03 (dd, ‘ = 4.5 Hz, J” = 1.3 Hz, 1H), 7.60 (dd, J’ = 8.1 Hz, J” = 1.1 Hz, 1H), 7.40 (dd, J’ = 8.2 Hz, J” = 4.5 Hz, 1H), 5.35 (s, 2H), 3.41 (s, 3H).

The synthetic route of 6602-32-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CURADEV PHARMA PVT. LTD.; MIDDYA, Sandip; YADAV, Dharmendra B; SHRIVASTAVA, Ritesh; RAINA, Sushil; BANERJEE, Monali; SURYA, Arjun; (74 pag.)WO2016/27241; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 6602-32-0, 2-Bromo-3-hydroxypyridine, 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, Quality Control of 2-Bromo-3-hydroxypyridine, blongs to pyridine-derivatives compound. Quality Control of 2-Bromo-3-hydroxypyridine

Diethyl azodicarboxylate (95 mL, 0.6 mol) was added dropwise to a stirred mixture of 2-bromo-3- hydroxypyridine (97 g, 0.55 mol), 3-buten-l-ol (47.7 mL, 0.55 mol), and PPh3 (175.3 g, 0.66 mol) in THF (970 mL) at 0C under a N2 atmosphere. The reaction mixture was warmed to 50C in an oil bath and stirred for 17.5 h. Reaction progress was monitored by TLC (15% EtOAc in hexane, UV active). The reaction mixture was cooled to ambient temperature and diluted with saturated NaHC03 solution (500 n L). The aqueous solution was extracted with EtOAc (1 L). The organic layer was dried over Na2S04 (200 g), and concentrated. The residual product was purified by column chromatography using 60-120 mesh, eluting with 5% EtOAc in hexane to afford the title compound as a pale yellow oil. MS (ESI) m/z; 228 (MH+).

The synthetic route of 6602-32-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NANT HOLDINGS IP, LLC; NANTWORKS, LLC; TAO, Chunlin; WANG, Qinwei; SOON-SHIONG, Patrick; (94 pag.)WO2017/24315; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 6602-32-0, 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 6602-32-0, name is 2-Bromo-3-hydroxypyridine. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 2-bromopyridin-3-ol (3.55 g, 20.4 mmol), sodium chlorodifluoroacetate (6.22 g, 40.8 mmol), and NaOH (0.90 g, 22.4 mmol) in DMF (20 ml) was heated at 55 C. for 111 h. The reaction was allowed to cool to rt and concentrated, and resulting residue was partitioned between EtOAc/sat. Na2CO3 (80 ml/40 ml). The organic phase was collected and washed with brine (40 ml), dried (Na2SO4), concentrated and the resulting residue was purified by flash chromatography (SiO2, 100:0-0:100 hexanes-EtOAc) to provide 1.95 g (43%) of 2-bromo-3-(difluoromethoxy)pyridine: LCMS (m/z, MH+): 225.9, tR=0.74 min; 1H NMR (CDCl3, 400 MHz) delta 8.23-8.33 (m, 1H), 7.52-7.60 (m, 1H), 7.27-7.35 (m, 1H), 6.60 (t, J=72.4 Hz, 1H).

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 6602-32-0, 2-Bromo-3-hydroxypyridine.

Reference:
Patent; Huang, Zilin; Jin, Jeff; Machajewski, Timothy; Antonios-McCrea, William R.; McKenna, Maureen; Poon, Daniel; Renhowe, Paul A.; Sendzik, Martin; Shafer, Cynthia; Smith, Aaron; Xu, Yongjin; Zhang, Qiong; Chen, Zheng; US2013/210818; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 6602-32-0, 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 6602-32-0 as follows.

Synthesis of T131 proceeded from the known intermediate 131-3 (Schlosser, M. et. al. Tetrahedron 2005, 61, 717-725) via the multi-step sequence illustrated. For the key RCM step, either Grubb’s second generation catalyst (Ru-1) or the Grubbs-Hoveyda catalyst (Ru-2) could be employed. The yield for the synthesis of 131-8 was complicated by concurrent elimination side reaction. In order to avoid this, an alternative synthetic route conducting the RCM prior to the displacement reaction can be employed.1H NMR (CDCl3, 300 MHz): delta 7.97 (d, J=4.7, 1H), 6.84 (d, J=5.0, 1H), 5.02 (s, br, 1H), 4.14 (m, 1H), 3.83 (m, 2H), 3.13 (m, 2H), 2.80 (m, 5H), 1.90 (m, 4H), 1.44 (s, 9H)13C NMR (CDCl3, 75 MHz): delta 156.14, 150.12, 149.36, 140.12, 129.59, 122.20, 79.19, 77.20, 65.19, 40.13, 29.42, 28.42, 28.24, 24.06, 22.94MS: 323 (M+H)+:

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,6602-32-0, its application will become more common.

Reference:
Patent; Tranzyme Pharma Inc.; US2008/194672; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 6602-32-0, 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. 6602-32-0, name is 2-Bromo-3-hydroxypyridine, molecular formula is C5H4BrNO, 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.

To a stirred solution of triphenylphosphine (6.31 g, 24.1 mmol) and DEAD (4.49, 25.8 mmol) in THF (30 mL) at 0 Cwas added a solution of 3 (3.10 g, 17.2 mmol) and 2-bromopyridin-3-ol 4 (3.44 g, 19.8 mmol) in THF (20 mL). The resulting luminous yellow solution was stirred under a nitrogen atmosphere at ambient temperature for 24 h at which all starting materials had been consumed. The solvent was removed, the residue was purified by flash chromatography on silica gel eluting with EtOAc/petroleum ether (1%-20%) to give 5 as light yellow liquid (4.97 g, 86%). 1H NMR (400 MHz, DMSO-d6) delta 8.06 (s, ArH, 1H), 7.92 (dd, J = 1.2, ArH, 4.4 Hz, 1H), 7.88 (d, J = 7.6 Hz, ArH, 1H), 7.72 (d, J = 7.6 Hz, ArH, 1H), 7.54 (t, J = 7.8 Hz, ArH, 1H), 7.45 (dd, J = 1.2, 8.0 Hz, ArH, 1H), 7.29 (dd, J = 4.8, 8.0 Hz, ArH, 1H), 5.84 (q, J = 6.4 Hz, CH, 1H), 3.86 (s, OCH3, 3H), 1.62 (d, J = 6.4 Hz, CH3, 3H). ESI-MS m/z: 336.6 and 338.5 [M+H]+.

According to the analysis of related databases, 6602-32-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Tian, Yuanxin; Zhang, Tingting; Long, Lifan; Li, Zhonghuang; Wan, Shanhe; Wang, Guangfa; Yu, Yonghuan; Hou, Ju; Wu, Xiaoyun; Zhang, Jiajie; European Journal of Medicinal Chemistry; vol. 143; (2018); p. 182 – 199;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 6602-32-0 , The common heterocyclic compound, 6602-32-0, name is 2-Bromo-3-hydroxypyridine, molecular formula is C5H4BrNO, 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.

2-bromo-3-hydroxy-6-iodopyridine (1 1 -2)To a solution of 2-bromo-3-hydroxypyridine (11-1, 28 g, 161 mmol) in water (360 mL) was added K2CO3 (22.24 g, 161 mmol) and I2 (20.42 g, 80 mmol). The system was stirred for 1.5 h at ambient temperature, cooled to 0 C and then treated with concentrated HCl until solids precipitated from solution (pH~ 6.0). The solids were isolated by filtration and dried to give the title compound (11-2) as a brown solid. ESI+ MS C5H3BrINO: 299.8 found, 299.9 required.

The synthetic route of 6602-32-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK & CO., INC.; WO2009/20642; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 6602-32-0, 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. 6602-32-0, name is 2-Bromo-3-hydroxypyridine, molecular formula is C5H4BrNO, 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 3; MeI, K2CO3 NaOMe DMF DMF M 3-2 3.3 3-5 2:62-bromo-3 -hvdroxv-6-iodopvridine (3 -2)To a solution of 2-bromo-3 -hydroxy pyridine (3A., 28 g, 161 mmol) in water (360 mL) was added K2CO3 (44.5 g, 322 mmol) and I2 (40.8 g, 161 mmol). The system was stirred for 1.5h at ambient temperature, cooled to 00C and then treated with concentrated HCl until solids precipitated from solution (pH~ 6.0). The solids were isolated by filtration and dried to give the title compound Q1Z) as a brown solid. ESI+ MS C5H3BrINO: 299.8 found, 299.9 required.

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 6602-32-0, 2-Bromo-3-hydroxypyridine.

Reference:
Patent; MERCK SHARP & DOHME CORP.; BERGMAN, Jeffrey, M.; COLEMAN, Paul, J.; MATTERN, Mamio Christa; MERCER, Swati, P.; REGER, Thomas, S.; ROECKER, Anthony, J.; WO2010/51236; (2010); A1;,
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.6602-32-0, name is 2-Bromo-3-hydroxypyridine, molecular formula is C5H4BrNO, molecular weight is 174, as common compound, the synthetic route is as follows.HPLC of Formula: C5H4BrNO

Preparation 1022-Bromo- -difluoromethoxypyridineTo a solution of 2-bromo-3-pyridinol (1 .26 g, 7.23 mmol) in DMF (35 mL) and water (5 mL) was added sodium chlorodifluoroacetate (2.93 g, 18.1 mmol) followed by cesium carbonate (4.71 g, 14.5 mmol). The reaction was heated to 100 C for 36 hours before partitioning between EtOAc and water. The organic layer was collected, dried over magnesium sulfate and concentrated in vacuo. The residue was purified using silica gel column chromatography eluting with EtOAc:heptane 1 :3 to afford the title compound as a colourless oil (570 mg, 35%).1H NMR (400 MHz; DMSO-d6): delta 7.15-7.55 (t, 1 H), 7.55 (m, 1 H), 7.80 (m, 1 H), 8.25 (m, 1 H).LCMS Rt = 1 .91 minutes MS m/z 226 [M79BrH]+

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6602-32-0, 2-Bromo-3-hydroxypyridine, and friends who are interested can also refer to it.

Reference:
Patent; PFIZER LIMITED; BROWN, Alan Daniel; RAWSON, David James; STORER, Robert Ian; SWAIN, Nigel Alan; WO2012/7869; (2012); A2;,
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. 6602-32-0, name is 2-Bromo-3-hydroxypyridine. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 6602-32-0

General procedure: In a pressure tube, a suspension of 5% Pd/C (5 mol%), 2-bromo-3-hydroxypyridine (0.5 mmol), LiCl (0.5 mmol),cesium carbonate (1 mmol), and terminal alkyne (1.0 mmol)in DMF (3 mL) was stirred for designated period at 150 C.The reaction mixture was filtered, and neutralized with saturatedNH4Cl solution, followed by extraction with ethyl acetate.The crude product was purified by columnchromatography with the use of hexane and ethyl acetate aseluents.The following compounds were prepared with abovedescribed general procedure.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 6602-32-0, 2-Bromo-3-hydroxypyridine.

Reference:
Article; Park, Hee Jung; Kim, Ji-Eun; Yum, Eul Kgun; Kim, Young Hoon; Han, And Chang-Woo; Bulletin of the Korean Chemical Society; vol. 36; 1; (2015); p. 211 – 218;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 6602-32-0, 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 6602-32-0 as follows.

Example 33; K2CO3 Part A; Compound 936A (5.00 g, 28.7 mmol) and potassium carbonate (7.90 g, 57.5 mmol) were dissolved in water (66 ml_) and iodine (7.51 g, 29.6 mmol) was added. The reaction was allowed to proceed at rt for 3 d. Excess iodine was quenched by addition of solid sodium bisulfite. The pH of the solution was adjusted to -5-6 using glacial acetic acid. A solid formed during the process and was collected by filtration and dried in vacuo. The desired product, Compound 936B, was obtained as a light gray solid (8.25 g, 96% yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,6602-32-0, its application will become more common.

Reference:
Patent; SCHERING CORPORATION; KOZLOWSKI, Joseph, A.; YU, Wensheng; WONG, Michael, K.C.; KIM, Seong-Heon; TONG, Ling; LAVEY, Brian, J.; SHANKAR, Bandarpalle, B.; YANG, De-Yi; FELTZ, Robert; KOSINSKI, Aneta, Maria; ZHOU, Guowei; RIZVI, Razia, K.; DAI, Chaoyang; FIRE, Luke; GIRIJAVALLABHAN, Vinay, M.; LI, Dansu; POPOVICI-MULLER, Janeta; RICHARD, Judson, E.; ROSNER, Kristin, E.; SIDDIQUI, M., Arshad; YANG, Liping; WO2010/54279; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem