Category: 63071-10-3

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.63071-10-3, name is (4-Chloropyridin-2-yl)methanol, molecular formula is C6H6ClNO, molecular weight is 143.57, as common compound, the synthetic route is as follows.Computed Properties of C6H6ClNO

Method XXVI(4-chloropyridin-2-yl)methyl methanesulfonateTo a solution of (4-chloropyridin-2-yl)methanol (3 g, 20.90 mmol) in dichloromethane (60 ml) was added triethylamine (2.90 mL, 20.90 mmol) and methanesulfonyl chloride (1.617 mL, 20.90 mmol) at 0 C. The reactionmixture was stirred at 20 C for 30 min. The reaction was quenched with addition of water. The reaction mixture was extracted with dichloromethane and the organic layer dried (magnesiumsulphate) and evaporated.Purification with flash silica chromatography with elution gradient ethylacetate in petroleumeter 20 to 40%. Fractions containing product was evaporated to give the title compound (4.13 g, 89%). m/z (APCI) (M+H)+ 222.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,63071-10-3, (4-Chloropyridin-2-yl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; BENGTSSON, Boel, Ase; BLACKABY, Wesley; CUMMING, John; FAULL, Alan, Wellington; LARSSON, Joakim; NASH, Ian, Alun; OLDHAM, Keith; PAPE, Andrew; WO2011/114148; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 63071-10-3, 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 63071-10-3, name is (4-Chloropyridin-2-yl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

4-Chloro- 2-pyridinemethanol (400 mg, 0.0028 mol) was dissolved in chloroform (24 ml). Thionyl chloride (0.40 ml, 0.0056 mol) and DMF (2 drops) were added. The mixture was stirred 4 hours at 8O0C. The solvent was evaporated. The residue was taken back in MeOH (18 ml) and ethanolamine (1.38 ml, 0.014 mol) was added. The mixture was stirred 4 hours at 800C. The solvent was evaporated. The residue was poured out onto water and extracted with EtOAc. The organic layer was separated, washed with a saturated solution of sodium hydrogen carbonate, dried (MgSO4), filtered, and the solvent was evaporated. The residue was purified by column chromatography over silica gel (40-63mum) (eluent: DCM/MeOH 85/15). The pure fractions were collected and the solvent was evaporated, yielding 310 mg (60%) of intermediate 64 as an orange oil.

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 63071-10-3, (4-Chloropyridin-2-yl)methanol.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2006/32631; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 63071-10-3, 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. 63071-10-3, name is (4-Chloropyridin-2-yl)methanol, molecular formula is C6H6ClNO, 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 61 1-(4-(4-(2-(hydroxymethyl)pyridin-4-yl)benzyl)phenyl)-5-methyl-1H-pyrazole-3-carboxamide A microwave vial was charged with Intermediate III (60 mg, 0.144 mmol), (4-chloro-2-pyridinyl)methanol (24.77 mg, 0.173 mmol), K3PO4 (92 mg, 0.431 mmol), second generation Xphos Precatalyst (11.31 mg, 0.014 mmol), water (0.5 mL), THF (2 mL), and was evacuated and degassed with N2 for 5 min. The mixture was heated in the microwave at 100 C. for 2 hr, cooled to RT, and concentrated in vacuo. The resulting crude product was purified by FCC (gradient 2%-10% MeOH in DCM) then by preparative HPLC to afford 1-(4-(4-(2-(hydroxymethyl)pyridin-4-yl)benzyl)phenyl)-5-methyl-1H-pyrazole-3-carboxamide (2 mg, 3%): LCMS Rt=1.23 min (condition A), MS (M+1)=399.4. 1H NMR (400 MHz, Methanol-d4) delta 8.48 (dd, J=5.3, 0.8 Hz, 1H), 7.82 (dd, J=1.8, 0.9 Hz, 1H), 7.78-7.66 (m, 2H), 7.57 (dd, J=5.3, 1.9 Hz, 1H), 7.51-7.30 (m, 6H), 6.68 (d, J=0.9 Hz, 1H), 4.75 (s, 2H), 4.14 (s, 2H), 2.33 (d, J=0.7 Hz, 3H).

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 63071-10-3, (4-Chloropyridin-2-yl)methanol.

Reference:
Patent; NOVARTIS AG; DALES, Natalie; GORMISKY, Paul; KERRIGAN, John Ryan; SHU, Lei; (159 pag.)US2019/77773; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 63071-10-3, (4-Chloropyridin-2-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, HPLC of Formula: C6H6ClNO, blongs to pyridine-derivatives compound. HPLC of Formula: C6H6ClNO

Example 307 Synthesis of (4-chloropyridin-2-yl)methyl 4-methylbenzenesulfonate. Sodium hydride (44 g, 60%, 1.096 mol) was added to a cooled (0 C.) solution of (4-chloropyridin-2-yl)methanol (80 g, 548 mmol) in THF (1500 mL) at 0 C. The mixture was stirred at 0 C. for 1 h, and tosyl chloride (104 g, 548 mmol) was added. After stirring at 0 C. for another 3 h, the mixture was quenched with H2O (50 mL), and extracted with ethyl acetate (120 mL*3), the combined organic layers were washed with brine, dried over with anhydrous magnesium sulphate, filtered, and concentrated to afford (4-chloropyridin-2-yl)methyl 4-methylbenzenesulfonate (162 g, crude) as a brown oil which was used in the next step without purification. ESI-MS [M+H]+: 296.1.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,63071-10-3, (4-Chloropyridin-2-yl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; Shire Human Genetic Therapies, Inc.; Papaioannou, Nikolaos; Fink, Sarah Jocelyn; Miller, Thomas Allen; Shipps, JR., Gerald Wayne; Travins, Jeremy Mark; Ehmann, David Edward; Rae, Alastair; Ellard, John Mark; (352 pag.)US2019/284182; (2019); 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. 63071-10-3, name is (4-Chloropyridin-2-yl)methanol, molecular formula is C6H6ClNO, 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. HPLC of Formula: C6H6ClNO

Intermediate 34, 1-(3-bromo-4-{[(4-chloro-2-pyridinyl)methyl]oxy}phenyl)ethanone To a stirred solution of (4-chloro-2-pyridinyl)methanol (Commercial eg Aldrich) (0.2 g) in THF (5 ml) were added 1-(3-bromo-4-hydroxyphenyl)ethanone (0.3 g) and triphenylphosphine (0.547 g). This was stirred for 10 min before cooling and adding slowly DEAD (0.363 g). This was stirred for 16 h. The reaction mixture was partitioned between water and ethyl acetate. The aqueous was reextracted with ethyl acetate and the combined organics were washed with brine, dried over sodium sulfate and concentrated in vacuo. This was purified through silica eluting with 0-35% ethyl acetate in hexane to give the title compound, 0.30 g Mass Spec: [MH]+=340, 342

With the rapid development of chemical substances, we look forward to future research findings about 63071-10-3.

Reference:
Patent; GLAXO GROUP LIMITED; US2012/232061; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 63071-10-3, 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. 63071-10-3, name is (4-Chloropyridin-2-yl)methanol, molecular formula is C6H6ClNO, 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.

In a 50-mL round-bottomed flask was dissolved (4-chloropyridin-2-yl)methanol (4.6 g, 32.04 mmol) and tosyl chloride (6.72 g, 35.24 mmol) in DCM (10 mL) to give a colorless solution. To the mixture was added TEA (8.93 mL, 64.08 mmol) and DMAP (0.05 g). The reaction was stirred at RT for 0.5h, and washed with sat NH4CI (20 mL). The organic layer was dried (Na2SO4), filtered, and concentrated to give crude (4-chloropyridin-2-yl)methyl 4- methylbenzenesulfonate. To this product was added methyl 4-hydroxybenzoate (3.07 g, 20.15 mmol), K2CO3 (11.14 g, 80.60 mmol), and MeCN (100 mL). The reaction was stirred at 80 0C for 4h. The solvent was removed under reduced pressure, and to the residue was added water (50 mL) and EtOAc (100 mL). The aqueous layer was extracted with EtOAc (2 X 50 mL), and the combined organic layers were dried (Na2SO4), and concentrated to give crude methyl 4-((4-chloropyridin-2-yl)methoxy)benzoate. To this material was added LiOH (0.828 g, 34.57 mmol) and MeOH (100 mL). The reaction mixture was heated to 70 0C overnight and the solvent was removed under reduced pressure. The residue was diluted with water (50 mL) and concentrated HCl (12N) was added dropwise to adjust the pH to 1. The precipitate was collected by filtration to yield the title compound. 1H NMR (DMSO-ddelta) 65.28 (s, 2 H), 7.14 (d, 2 H), 7.54 (dd, 1 H), 7.66 (d, 1 H), 7.91 (d, 2 H), 8.58 (d, 1 H), 12.69 ( br s, 1 H).

According to the analysis of related databases, 63071-10-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/27746; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 63071-10-3, 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 63071-10-3 as follows.

[0360] A suspension OfMnO2 (7.3 g, 84 mmol) and (4-chloro-pyrindin-2-yl)methanol(1 g, 7 mmol) in CHCl3 was heated to refulx for 90 minutes. The mixture was filtered though a layer of Celite and concentrated in vacuo to afford 520 mg of 4-chloropicolinaldehyde as a white solid. HPLC 1.8 minutes and MS 142 as M=I peak.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,63071-10-3, its application will become more common.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2008/106139; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem