Category: pyridine-derivatives

Reference of 17228-69-2, 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. 17228-69-2, name is 2-Chloro-4-methoxypyridine, 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.

To a solution of 2-chloro-4-methoxypyridine (0.5 g, 3.48 mmol) in sulfuric acid (2.5 mL) was added A/-iodosuccinimide (0.825 g, 3.48 mmol) portionwise at room temperature. The mixture was stirred at 55C for 2 hours. The reaction mixture was poured into ice water (10 mL) and 8 M NaOH (20 mL) was added slowly, after which the dark brown solution turned pale yellow. The aqueous layer was extracted with CH2CI2 (2 x 20 mL). The organic layers were washed with brine (10 mL) and concentrated in vacuo onto silica gel. Dry flash chromatography, eluting with 25% EtOAc:c-Hex, gave 2-chloro-5-iodo-4- methoxypyridine as a white crystalline solid (0.169 g, 0.760 mmol, 22% yield). 1H NMR (500 MHz, d6-DMSO) ? 8.52 (s, 1 H), 7.19 (s, 1 H), 3.96 (s, 3H); LC-MS (LCT, 4 minutes) Rt = 2.56 minutes; m/z (ESI) 270 (M+H).

According to the analysis of related databases, 17228-69-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; COLLINS, Ian; LAINCHBURY, Michael; MATTHEWS, Thomas Peter; READER, John Charles; WO2013/68755; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 89488-29-9, 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. 89488-29-9, name is 2-Bromo-4-methoxypyridine, 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.

Preparation 55 To a suspension of 2-bromo-4-methoxypyridine (1.21 g), 4-chlorophenylboronic acid (1.21 g) and tetrakis(triphenylphosphine)-palladium (372 mg) in 1,2-dimethoxyethane (20 ml) was added 2M aqueous solution of sodium carbonate (7.74 ml). The mixture was stirred at 80 C. for 12 hours under a nitrogen atmosphere, then cooled to room temperature and diluted with ethyl acetate. The organic layer was separated, washed with water and brine and dried over sodium sulfate. The solvent was evaporated under reduced pressure. 2-Propanol was added to the residue. The precipitate was collected by filtration and dried under reduced pressure to give 4-(4-methoxypyridin-2-yl)-chlorobenzene (1.03 g). 1H-NMR (CDCl3): delta3.91(3H,s), 6.78(1H,dd,J=5.7 Hz,2.4 Hz), 7.19(1H,d,J=2.4 Hz), 7.42(2H,d,J=8.6 Hz), 7.90(2H,d,J=8.0 Hz), 8.51(1H,d,J=5.7 Hz)

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 89488-29-9, 2-Bromo-4-methoxypyridine.

Reference:
Patent; Fujisawa Pharmaceutical Co., Ltd.; US6521643; (2003); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 55304-90-0, (2,6-Dichloropyridin-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, Recommanded Product: 55304-90-0, blongs to pyridine-derivatives compound. Recommanded Product: 55304-90-0

To a solution of (2,6-dichloropyridin-3-yl)methanol (1.0 g, 5.62 mmol) in CH2C12 (10 ml) was added Dess-Martin reagent (4.8 g, 11.24 mmol) at 26C. After addition the mixture was stirred at room temperature for 2 h. Once the reaction was complete, the mixture was then quenched by adding 5% aqueous Na2S203 and stirred for 30 min. The resulting mixture was extracted with CH2C12 (2×30 ml). The combined organic layers were washed with saturated Na2S203 solution (50 ml), brine (30 ml), dried over Na2S04 and concentrated to give the title compound which was used in next step without further purification. (800 mg, Yield 80%). 1H NMR (400MHz, CDC13): 10.38 (s, 1H), 8.19 (d, J=8.0 Hz, 1H), 7.44 (d, J=8.0 Hz, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,55304-90-0, (2,6-Dichloropyridin-3-yl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; EPIZYME, INC.; DUNCAN, Kenneth, W.; CHESWORTH, Richard; MUNCHHOF, Michael, John; JIN, Lei; WO2014/100695; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 86873-60-1, 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. 86873-60-1, name is 5-Chloro-2-picolinic acid, molecular formula is C6H4ClNO2, 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 solution of 5- chloropyridine-2-carboxylic acid (4g, 25.4 mmol) in acetonitrile (250 mL) were added DMAP (0.3g, 2.54 mmol) and TEA (5.3 mL, 38.1 mmol) at 0 C followed by a solution of B0C2O (8.3g, 38.1 mmol) in acetonitrile (50 mL). The resulting light brown solution was warmed up to room temperature and stirred overnight. The solvent was removed in vacuo to afford a white solid which was purified by column chromatography (4:1 Hexanes: EtOAc) to give a white solid (4.5g, 83% yield), mp 86.3-88.3 C. NMR (300 MHz, DMSO-cfo 5 8.75 (dd, J = 2 and 1 Hz, 1H), 8.1 1 (dd, J = 8 and 2 Hz, 1H), 8.00 (dd, J = 8 Hz, 1H), 1.55 (s, 9H).

According to the analysis of related databases, 86873-60-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; HAMMOCK, Bruce, D.; HWANG, Sung, Hee; WECKSLER, Aaron, T.; MORISSEAU, Christophe; WO2012/112570; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 561297-96-9 ,Some common heterocyclic compound, 561297-96-9, molecular formula is C6H7FN2, 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 (R) -2- (5-amino-2- (furan-2-yl) -7H-pyrazolo [4, 3-e] [1, 2, 4] triazolo [1, 5-c] pyrimidin-7-yl) -2-phenylpropanoic acid (1.54 g, 3.96 mmol) , HATU (1.65 g, 4.34 mmol) and DIPEA (1.53 g, 15.15 mmol) in THF (30 ml) was added (5- fluoropyridin-2-yl) methanamine (0.50 g, 3.97 mmol) . The reaction mixture was stirred at r.t. for 15h. After completion, the reaction mixture was washed with H 2O (20 ml) and then extracted with DCM (25 ml X 2) . The organic layer was dried over Na 2SO 4, filtered and then concentrated under reduced pressure to afford a residue. The residue was purified by column chromatography with DCM: MeOH (30: 1) to afford the product (1.37 g, 70%) . 1H NMR (400 MHz, DMSO-d6) delta 8.41 (d, J = 4Hz, 1H) , 8.26 (s, 1H) , 8.23 (t, J = 4Hz, 1H) , 8.05 (s, 2H) , 7.95 (s, 1H) , 7.67 (td, J = 8Hz, 4Hz, 1H) , 7.53 (dd, J = 8Hz, 4Hz, 1H) , 7.34-7.20 (m, 6H) , 6.74 (s, 1H) , 4.41 (qd, J = 16Hz, 4Hz, 2H) , 2.38 (s, 3H) ppm. MS: M/e 498 (M+1) +.

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. 561297-96-9, 2-(Aminomethyl)-5-fluoropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BEIGENE, LTD.; ZHANG, Guoliang; ZHOU, Changyou; (152 pag.)WO2019/196803; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 58530-50-0, 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.58530-50-0, name is 2-(Pyridin-2-yloxy)acetic acid, molecular formula is C7H7NO3, molecular weight is 153.14, as common compound, the synthetic route is as follows.

General procedure: To the mixture of compounds (IVa-c)(2 mmol) in dry acetonitrile (15 mL), triethylamine(3 mmol) followed by substituted piperazines(2 mmol) was added. The mixture was stirred for30 min and TBTU (2mmol) was then added and stirring was continued at room temperature under an inert atmosphere for 10-24 h; the completion of thereaction was monitored by TLC using chloroform-methanol (9 : 1) as eluent. The solvent was evaporatedat reduced pressure, quenched by the addition of coldwater (20 mL), and the obtained solids (Va), (Vb), (Vc),(Vd), (Ve), (Vf), (Vi), and (Vk) were filtered, dried, andrecrystallized from ethanol. In contrast, compounds(Vg), (Vh), (Vj), and (Vl) were obtained by extractingwith ethyl acetate. The extract was washed successivelywith a solution of 10% HCl (20 mL), 10% NaHCO3(20 mL), and water (20 mL). The organic layer wasdried over anhydrous sodium sulfate and evaporated,the crude product was purified by column chromatography (eluent: hexane-dichloromethane-acetone,5 : 3 : 2) to achieve pure piperazine derivatives. Thephysical and analytical data of the synthesized titlecompounds (Va-l) are given below.

The chemical industry reduces the impact on the environment during synthesis 58530-50-0, I believe this compound will play a more active role in future production and life.

Reference:
Article; Al-Ghorbani; Rekha; Lakshmi Ranganatha; Prashanth; Veerabasappagowda; Khanum; Russian Journal of Bioorganic Chemistry; vol. 41; 5; (2015); p. 554 – 561; Bioorg. Khim.; vol. 41; 5; (2015); p. 554 – 561,8;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 72990-37-5, 3-Chloroisonicotinaldehyde, 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, 72990-37-5, blongs to pyridine-derivatives compound. Formula: C6H4ClNO

EXAMPLE 38 Production of 3-((3-chloropyridin-4-yl)methyl)-5-(methoxycarbonyl)-2-methylindole (67) According to the method of Example 33, obtained is 3-((3-chloropyridin-4-yl)methyl)-5-(methoxycarbonyl)-2-methylindole (67) (0.355 g) from 5-(methoxycarbonyl)-2-methylindole (0.486 g), 3-chloropyridine-4-carboxyaldehyde (0.40 g), triethylsilane (0.896 g) and trifluoroacetic acid (0.439 g). 1H-NMR (CDCl3, delta ppm): 2.38 (3H, s), 3.89 (3H, s), 4.16 (2H, s), 6.82 (1H, d, J=5.0 Hz), 7.33 (1H, d, J=8.5 Hz), 7.87 (1H, d, J=8.7 Hz), 8.08 (1H, s), 8.20 (1H, brs), 8.25 (1H, d, J=5.0 Hz), 8.57 (1H, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,72990-37-5, its application will become more common.

Reference:
Patent; Cell Pathways, Inc.; US6410584; (2002); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 16179-97-8, 2-(Pyridin-2-yl)acetic acid hydrochloride, 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-(Pyridin-2-yl)acetic acid hydrochloride, blongs to pyridine-derivatives compound. Quality Control of 2-(Pyridin-2-yl)acetic acid hydrochloride

To a suspension of 5-nitroindoline (3.28 g), 2- pyridylacetic acid hydrochloride (3.82 g), 1- [3- (dimethylamino) PROPYL]-3-ETHYLCARBODIIMIDE hydrochloride (4.22 g) and 1-hydroxybenzotriazole hydrate (3.37 g) in dichloromethane (100 ml) was added dropwise triethylamine (4.45 g) at ambient temperature and the resultant solution was stirred at ambient temperature for 18 hours. The mixture was poured into water and the separated organic layer was washed with water and brine, dried over magnesium sulfate and evaporated in vacuo. The residue was purified by column chromatography on silica gel eluting with ethyl acetate to give 5-nitro-l- (2-pyridinylacetyl) indoline (3.58 g) as a yellow solid. 1H-NMR (DMSO-d6) : 8 3.26 (2H, t, J=8.5 Hz), 4.10 (2H, s), 4.33 (2H, t, J=8.5 Hz), 7.25-7. 35 (1H, m), 7.38 (1H, d, J=7.8 Hz), 7.75- 7.9 (1H, m), 8.1-8. 2 (3H, m), 8.50-8. 55 (1H, m) APCI-MS (m/z): 284 (M+H) +

At the same time, in my other blogs, there are other synthetic methods of this type of compound,16179-97-8, 2-(Pyridin-2-yl)acetic acid hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; FUJISAWA PHARMACEUTICAL CO., LTD.; DAISO CO., LTD.; WO2004/39795; (2004); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 60290-21-3, Adding some certain compound to certain chemical reactions, such as: 60290-21-3, name is 4-Chloro-1H-pyrrolo[3,2-c]pyridine,molecular formula is C7H5ClN2, 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 60290-21-3.

General procedure: To a solution of 4-chloro-lH-pyrrolo-[3,2-c]-pyridine [60290-21-3] (2.0 g, 13.1 mmol) dissolved in DMF (30.5 mL, 0.944 g/mL, 393.2 mmol) at 0C was added portionwise sodium hydride (1.1 g, 28.8 mmol). The reaction mixture was allowed to reach rt and stirred 45 min, after which it was re-cooled to 0C and l-bromobutane (2.1 mL, 1.27 g/mL, 19.7 mmol) was added dropwise. The mixture was then allowed to reach rt and stirred overnight. NaHC03 sat solution was added and the aqueous phase was extracted with EtOAc. The combined organic extracts were washed with water and brine, then dried over MgS04 and concentrated in vacuo. The crude residue was purified by column chromatography (silica gel; gradient Heptane/EtOAc from 100/0 to 50 /50) to yield 1-1 (2.7 g, 98.7%) as a yellow liquid

According to the analysis of related databases, 60290-21-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BARTOLOME-NEBREDA, Jose Manuel; TRABANCO-SUAREZ, Andres, Avelino; TRESADERN, Gary John; MARTINEZ LAMENCA, Carolina; LEENAERTS, Joseph Elisabeth; OEHLRICH, Daniel; BUIJNSTERS, Peter Jacobus Johannes Antonius; VELTER, Adriana, Ingrid; VAN ROOSBROECK, Yves, Emiel, Maria; (171 pag.)WO2019/243535; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 104830-06-0, 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. 104830-06-0, name is 2-Amino-3-iodopyridine, molecular formula is C5H5IN2, 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.

General procedure: A solution of the substituted 2-iodoaniline or 2-bromoaniline (1.0 equiv), DMAP (0.05 equiv) and NEt3 (2.0 equiv) was prepared in CH2Cl2 (2mL) and cooled to 0 C. The acyl chloride solution was added dropwise into the solution. After 5 minutes, the reaction was allowed to warm to room temperature and was stirred overnight. The reaction was quenched with a saturated NaHCO3 solution and extracted with CH2Cl2 twice. The combined organic layers were washed with brine, dried over Na2SO4 and concentrated in vacuo. The resulting crude amide was used in next step without further purification.

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 104830-06-0, 2-Amino-3-iodopyridine.

Reference:
Article; Xiao, Genhua; Chen, Liang; Deng, Guobo; Liu, Jianbing; Liang, Yun; Tetrahedron Letters; vol. 59; 19; (2018); p. 1836 – 1840;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem