Category: 65001-21-0

Application of 65001-21-0, 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 65001-21-0, name is 5-Bromopyridine-3-sulfonyl chloride. This compound has unique chemical properties. The synthetic route is as follows.

A solution of 5-bromopyridine-3-sulfonyl chloride (3.5 g, 14 mmol) (described in the synthesis of Example 170) and glycine ethylester (2.1 g, 20 mmol), diisopropyl ethyl amine (2.6 g, 20 mmol) in THF (70 mL) was stirred at room temperature for 16 h. The reaction mixture was partitioned between saturated aqueous sodium chloride and ethyl acetate. The organic solution was separated, dried and evaporated under reduced pressure. The residue was purified using flash column chromatography using ethyl acetate/hexanes as eluent to obtain ethyl 2-(5- bromopyridine-3-sulfonamido)acetate (600 mg, 14 %). LCMS Method I: retention time 1.31min; [M+l] = 323,325.

According to the analysis of related databases, 65001-21-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; JOHNSON, James A.; LLOYD, John; FINLAY, Heather; JIANG, Ji; NEELS, James; DHONDI, Naveen Kumar; GUNAGA, Prashantha; BANERJEE, Abhisek; ADISECHAN, Ashokkumar; WO2011/28741; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 65001-21-0, 5-Bromopyridine-3-sulfonyl chloride, 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, 65001-21-0, blongs to pyridine-derivatives compound. Safety of 5-Bromopyridine-3-sulfonyl chloride

Crude 5 -bromopyridine-3-sulfonyl chloride from step 1 above was dissolved in THF (14 L, 8 vol) and then transferred to a 20 L RB flask equipped with mechanical stirrer under inert atmosphere. The solution was cooled to 0-5C and tert- butyl amine (1.95 Kg, 26.66 moles) was added at 0-5C. Upon completion of addition, the reaction mixture was warmed to ambient temperature where it stirred for 2 h. At the conclusion of this period, the reaction progress was monitored by HPLC, which indicated that the reaction was complete. The solvent was evaporated under vacuum to give a thick residue. The residue was dissolved in ethyl acetate (18 L, 12 vol). The organic layer was separated, washed with water (9 L, 5 vol) and then concentrated under vacuum to yield a residue. Hexanes (9 L, 5 vol) were added to the residue and the product precipitated out and was collected by filtration to yield a free flowing yellow solid (1.5 Kg, 54.28% overall yield). ¾ NMR (DMSO-D6, 400 MHz, delta ppm); 8.99 (d, J = 2Hz, 1H), 8.81 (d, J= 2 Hz, 1H), 8.29 (t, J= 2Hz, 1H). [M++l] = 293.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,65001-21-0, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; JOHNSON, James A.; LLOYD, John; FINLAY, Heather; JIANG, Ji; NEELS, James; DHONDI, Naveen Kumar; GUNAGA, Prashantha; BANERJEE, Abhisek; ADISECHAN, Ashokkumar; WO2011/28741; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 65001-21-0, 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.65001-21-0, name is 5-Bromopyridine-3-sulfonyl chloride, molecular formula is C5H3BrClNO2S, molecular weight is 256.51, as common compound, the synthetic route is as follows.

Step 3 – Preparation of 3-[l-(5-bromo pyridine-3-sulfonyl)-5-chloro-lH-indol-3-yl] propionic acid methyl ester (11); [0176] Into a flask, 3-(5-chloro-lH-indol-3-yl)-propionic acid methyl ester (11, 150 mg, 0.00063 mol), and tetrabutyl ammonium hydrogen sulfate were dissolved in 20 mL of dichloromethane and 20 mL of 50% KOH solution was added. The solution was mixed vigorously and 5-bromo- pyridyl-3-sulfonyl chloride (10, 240 mg, 0.00095 mol) was slowly added to the reaction. After 5-6 minutes of vigorous stirring, precipitates began to form. An additional 3-4 mL of 50% KOH was added and the reaction was stirred overnight. TLC (30% ethyl acetate/hexane) showed that the starting material had disappeared. The reaction mixture was extracted with 3 x 50 mL of dichloromethane and the organic layers were combined and washed with water, brine, and dried over MgSO4. The organic layer was filtered and roto evaporated to half its volume. Silica was added and the solvent completely removed. Chromatography was run using a gradient solvent condition of 0 to 20% ethyl acetate/hexane over 15 minutes, then 20 to 45% over 15 minutes. The desired compound was isolated. 1H NMR consistent with structure.

Statistics shows that 65001-21-0 is playing an increasingly important role. we look forward to future research findings about 5-Bromopyridine-3-sulfonyl chloride.

Reference:
Patent; PLEXXIKON, INC.; WO2008/109700; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 65001-21-0 ,Some common heterocyclic compound, 65001-21-0, molecular formula is C5H3BrClNO2S, 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.

Example 36A tert-Butyl 4-{[(5-bromopyridin-3-yl) sulphonyl]amino}piperidine-1-carboxylate 5-Bromopyridine-3-sulphonyl chloride (1 g, 3.9 mmol) was dissolved in dichloromethane (20 ml), the mixture was cooled to 0 C. and tert-butyl 4-aminopiperidine-1-carboxylate (1.18 g, 5.8 mmol) and N,N-diisopropylethylamine (1.7 ml, 9.7 mmol) were added. The reaction mixture was stirred at RT overnight and concentrated, and the residue was purified chromatographically by HPLC (Method 9). This gave 1.0 g (62% of theory) of the title compound. 1H NMR (300 MHz, DMSO-d6): delta=ppm 1.09-1.24 (m, 2H), 1.33 (s, 9H), 1.47-1.59 (m, 2H), 2.66-2.83 (m, 2H), 3.19-3.25 (m, 1H), 3.63-3.75 (m, 2H), 8.09 (br. s, 1H), 8.36 (t, 1H), 8.91 (d, 1H), 8.95 (d, 1H). LC-MS (Method 4): Rt=1.19 min; MS (ESIneg): m/z=420.3 [M-H]-.

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. 65001-21-0, 5-Bromopyridine-3-sulfonyl chloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Bayer Pharma Aktiengesellschaft; ROeHN, Ulrike; ELLERMANN, Manuel; STRASSBURGER, Julia; WENDT, Astrid; ROeHRIG, Susanne; WEBSTER, Robert Alan; SCHMIDT, Martina Victoria; TERSTEEGEN, Adrian; BEYER, Kristin; SCHAeFER, Martina; BUCHMUeLLER, Anja; GERDES, Christoph; SPERZEL, Michael; SANDMANN, Steffen; HEITMEIER, Stefan; HILLISCH, Alexander; ACKERSTAFF, Jens; TERJUNG, Carsten; (163 pag.)US2016/244437; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 65001-21-0, 5-Bromopyridine-3-sulfonyl chloride, 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, Safety of 5-Bromopyridine-3-sulfonyl chloride, blongs to pyridine-derivatives compound. Safety of 5-Bromopyridine-3-sulfonyl chloride

To a solution of triethylamine (0.5 mL, 4 mmol) in dichloromethane (5 mL) was added 2.0 M dimethylamine in tetrahydrofuran (0.58 mL, 1.2 mmol). The resultant solution was cooled to 0 C. and 5-bromopyridine-3-sulfonyl chloride [Combi-Blocks, ST-7824] (200 mg, 0.8 mmol) in dichloromethane (1mL) was added dropwise. After stirring at 0 C. to room temperature over 1 h, the reaction mixture was concentrated via rotovap. The residue was purified by FCC to afford the title compound (0.12 g, 60%) LCMS for C7H10BrN2O2S (M+H)+: calculated m/z=265.0, 267.0; found 264.9, 266.9.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,65001-21-0, 5-Bromopyridine-3-sulfonyl chloride, and friends who are interested can also refer to it.

Reference:
Patent; Incyte Corporation; Zou, Ge; Combs, Andrew P.; Buesking, Andrew W.; (62 pag.)US2016/229843; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem