Category: 122306-01-8

Related Products of 122306-01-8 ,Some common heterocyclic compound, 122306-01-8, molecular formula is C6H6BrNO, 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.

Synthesis of 2-bromo-5-(chloromethyl)pyridine hydrochloride (264): (6- Bromopyridin-3-yl)methanol (1) (1.0 g, 5.3 mmol) was dissolved in CH2C12 (15 mL), SOCl2 (3 mL, 42 mmol) was added dropwise at room temperature. The reaction mixture was stirred at room temperature for 2 h and concentrated under reduced pressure to give 2-bromo-5- (chloromethyl)pyridine hydrochloride (263) as white solid (1.3 g, 98% yield). LCMS: m/z 205.1 [M+H]+; = 1.78 min.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,122306-01-8, its application will become more common.

Reference:
Patent; KARYOPHARM THERAPEUTICS INC.; BALOGLU, Erkan; SHACHAM, Sharon; SENAPEDIS, William; MCCAULEY, Dilara; LANDESMAN, Yosef; GOLAN, Gali; KALID, Ori; SHECHTER, Sharon; WO2015/3166; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 122306-01-8 ,Some common heterocyclic compound, 122306-01-8, molecular formula is C6H6BrNO, 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.

Synthesis of 2-bromo-5-(chloromethyl)pyridine hydrochloride (264): (6- Bromopyridin-3-yl)methanol (1) (1.0 g, 5.3 mmol) was dissolved in CH2C12 (15 mL), SOCl2 (3 mL, 42 mmol) was added dropwise at room temperature. The reaction mixture was stirred at room temperature for 2 h and concentrated under reduced pressure to give 2-bromo-5- (chloromethyl)pyridine hydrochloride (263) as white solid (1.3 g, 98% yield). LCMS: m/z 205.1 [M+H]+; = 1.78 min.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,122306-01-8, its application will become more common.

Reference:
Patent; KARYOPHARM THERAPEUTICS INC.; BALOGLU, Erkan; SHACHAM, Sharon; SENAPEDIS, William; MCCAULEY, Dilara; LANDESMAN, Yosef; GOLAN, Gali; KALID, Ori; SHECHTER, Sharon; WO2015/3166; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 122306-01-8, name is (6-Bromopyridin-3-yl)methanol, molecular formula is C6H6BrNO, 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. COA of Formula: C6H6BrNO

To a mechanically-stirred solution of 78.12 g of thionyl chloride in 450 mL of acetonitrile at 15 C. was added a solution of 160.75 g of 3-hydroxymethyl-6-bromopyridine in 446 mL of acetonitrile over 30 minutes. The temperature rose to 22 C. during the addition, and the reaction mixture was stirred for 15 minutes at room temperature. The mixture was cooled in an ice bath, and a solution of 70 g of NaOH in 1.4 L of water was added at such a rate that the temperature did not exceed 15 C. 603 mL of toluene was added to the mixture and stirred rapidly. The layers were separated. The aqueous phase was reextracted with toluene. The combined organic phase was concentrated in vacuo to give 181.61 g of 3-chloromethyl-6-bromopyridine.

With the rapid development of chemical substances, we look forward to future research findings about 122306-01-8.

Reference:
Patent; G. D. Searle & Co.; US5420270; (1995); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 122306-01-8, 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.122306-01-8, name is (6-Bromopyridin-3-yl)methanol, molecular formula is C6H6BrNO, molecular weight is 188.02, as common compound, the synthetic route is as follows.

Reference Example 16; 2-bromo-5-(chloromethyl)pyridine hydrochloride 2-Bromo-5-(hydroxymethyl)pyridine (2.64 g) was dissolved in THF (70 mL) and, after ice-cooling, thionyl chloride (5.11 mL) was added dropwise. The reaction mixture was stirred at the same temperature for 30 min, and concentrated. The obtained residue was washed with diethyl ether to give the title compound (2.65 g) as yellow crystals.1H-NMR (CDCl3) delta: 4.55 (2H, s), 7.52 (1H, d), 7.63 (1H, dd), 8.40 (1H, d).

Statistics shows that 122306-01-8 is playing an increasingly important role. we look forward to future research findings about (6-Bromopyridin-3-yl)methanol.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; US2009/270359; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 122306-01-8, 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.122306-01-8, name is (6-Bromopyridin-3-yl)methanol, molecular formula is C6H6BrNO, molecular weight is 188.02, as common compound, the synthetic route is as follows.

Reference Example 16; 2-bromo-5-(chloromethyl)pyridine hydrochloride 2-Bromo-5-(hydroxymethyl)pyridine (2.64 g) was dissolved in THF (70 mL) and, after ice-cooling, thionyl chloride (5.11 mL) was added dropwise. The reaction mixture was stirred at the same temperature for 30 min, and concentrated. The obtained residue was washed with diethyl ether to give the title compound (2.65 g) as yellow crystals.1H-NMR (CDCl3) delta: 4.55 (2H, s), 7.52 (1H, d), 7.63 (1H, dd), 8.40 (1H, d).

Statistics shows that 122306-01-8 is playing an increasingly important role. we look forward to future research findings about (6-Bromopyridin-3-yl)methanol.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; US2009/270359; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 122306-01-8, (6-Bromopyridin-3-yl)methanol, 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 (6-Bromopyridin-3-yl)methanol, blongs to pyridine-derivatives compound. Quality Control of (6-Bromopyridin-3-yl)methanol

After dissolving the (6-bromo-3-pyridyl)methanol (45.5 g, 0.242 mol) in dimethylformamide (500 ml),tert-butyl diphenylsilyl chloride (69 ml, 0.266 mol) and imidazole (18 g, 0.264 mol) were added while stirring at room temperature. The mixture was stirred at room temperature for an additional 17 hours, 500 ml of water was added and extraction was performed with diethyl ether (500 ml x 2), and then after washing the combined organic layers with brine (500 ml) and drying over anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (solvent: n-hexane-ethyl acetate) to yield the title compound (light yellow syrup, 76.9 g, 74.3%).1H-NMR(CDCl3)delta(ppm) 1.08(9H,s), 4.71(2H,s), 7.34-7.47(6H,m), 7.52(1H,d,J=8.0Hz), 7.65(4H,d,J=8.0Hz), 7.71(1H,d,J=8.0Hz), 8.29(1H,s).

The synthetic route of 122306-01-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Eisai Co., Ltd.; EP1391451; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 122306-01-8, (6-Bromopyridin-3-yl)methanol, 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 (6-Bromopyridin-3-yl)methanol, blongs to pyridine-derivatives compound. Quality Control of (6-Bromopyridin-3-yl)methanol

After dissolving the (6-bromo-3-pyridyl)methanol (45.5 g, 0.242 mol) in dimethylformamide (500 ml),tert-butyl diphenylsilyl chloride (69 ml, 0.266 mol) and imidazole (18 g, 0.264 mol) were added while stirring at room temperature. The mixture was stirred at room temperature for an additional 17 hours, 500 ml of water was added and extraction was performed with diethyl ether (500 ml x 2), and then after washing the combined organic layers with brine (500 ml) and drying over anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (solvent: n-hexane-ethyl acetate) to yield the title compound (light yellow syrup, 76.9 g, 74.3%).1H-NMR(CDCl3)delta(ppm) 1.08(9H,s), 4.71(2H,s), 7.34-7.47(6H,m), 7.52(1H,d,J=8.0Hz), 7.65(4H,d,J=8.0Hz), 7.71(1H,d,J=8.0Hz), 8.29(1H,s).

The synthetic route of 122306-01-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Eisai Co., Ltd.; EP1391451; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 122306-01-8, 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. 122306-01-8, name is (6-Bromopyridin-3-yl)methanol. A new synthetic method of this compound is introduced below.

Step 1A solution of (beta-bromopyridin-3-yl) methanol (2.39 g) described in a reference (Ellingboe, J. W. et al. J. Med. Cheralpha. 1994, 37, 542-550.) in THF (65 mL) was ice-cooled, thionyl chloride (4.64 mL) was added, and the mixture was stirred at 0C for 6 hr. The reaction mixture was concentrated under reduced pressure. Toluene was added and the mixture was concentrated again, and dried under reduced pressure to give 2-bromo-5- (chloromethyl) pyridine hydrochloride (2.54 g) as a brown solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,122306-01-8, (6-Bromopyridin-3-yl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2009/119880; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 122306-01-8, Adding some certain compound to certain chemical reactions, such as: 122306-01-8, name is (6-Bromopyridin-3-yl)methanol,molecular formula is C6H6BrNO, 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 122306-01-8.

SOCI2 (1.26 g, 10.6 mmol, 2 eq) was added drop wise to a stirred solution of compound 77 (1 g, 5.3 mmol, 1 eq) in CHCb (10 mL) at 0 C. The mixture was stirred for 4 h at room temperature. After LC-MS indicated completion, the mixture was poured into ice-water and adjusted pH = 7-8 with saturated NaHCCb, extracted with DCM (10 mL X 3). The combined organic layers was washed with brine (5 mL X 3) and dried over NaiSCU, filtered and concentrated to afford the crude product (870 mg, crude), which was used in next step directly. NMR (300 MHz, CDCb): delta 8.39 (d, J= 1.5 Hz, 1 H), 7.64 – 7.60 (m, 1 H), 7.52 (d, J= 8.1 Hz 1 H), 4.56 (s, 1 H). LCMS: (M+H)+ = 205.9, 207.9.

According to the analysis of related databases, 122306-01-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BEIJING XUANYI PHARMASCIENCES CO., LTD.; SONG, Yuntao; CHEN, Xiaoqi; (188 pag.)WO2019/35008; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 122306-01-8 ,Some common heterocyclic compound, 122306-01-8, molecular formula is C6H6BrNO, 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.

This compound was synthesised as previously reported and analysis matched with literature values.[30] microscopy of the adjacent tissue immunohistochemically stained with 1E8 antibody. Scale bars indicate 100 mm. (6-Bromopyridin-3-yl)methanol (2) (2.93 g, 11.3mmol) was dissolved in dichloromethane (40mL) and treated with an excess of thionyl chloride (7mL). The reaction was monitored by TLC (33% ethyl acetate in petroleum spirits; Rf 0.81) and once complete, volatiles were removed by evaporation. The residue was then suspended in saturated NaHCO3 (50mL) and extracted with ethyl acetate (2_50mL). The organic extracts were combined, dried over MgSO4, and evaporated to dryness to yield a brown oil, which yielded a crystalline white solid upon standing. The solid was suspended in pentane and isolated by filtration, washed with pentane, and air-dried to give a crystalline colourless solid (2.13 g, 10.3mmol, 91% yield). dH (400MHz, CDCl3) 8.37 (d, 4JHH 1.9, 1H, ArH), 7.60 (dd, 3JHH 8.2, 4JHH 2.4, 1H, ArH), 7.50 (d, 3JHH 8.2, 1H, ArH), 4.54 (s, 2H, CH2).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,122306-01-8, its application will become more common.

Reference:
Article; McInnes, Lachlan E.; Noor, Asif; Roselt, Peter D.; McLean, Catriona A.; White, Jonathan M.; Donnelly, Paul S.; Australian Journal of Chemistry; vol. 72; 10; (2019); p. 827 – 834;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem