Month: August 2021

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.675198-19-3, name is (4-(3-Methoxypropoxy)-3-methylpyridin-2-yl)methanol hydrochloride, molecular formula is C11H18ClNO3, molecular weight is 247.72, as common compound, the synthetic route is as follows.HPLC of Formula: C11H18ClNO3

Example 1 : Preparation of 2-(chloromethyl)-4-(3-methoxypropoxy)-3-methyl pyridine (Formula V) Dichloromethane (300 mL) was added to [4-(3-methoxypropoxy)-3-methylpyridin-2- yl]methanol (Formula IV) hydrochloride (100 g) and the reaction mixture was cooled to -10C to -5C. Thionyl chloride (57.7 g) was added to the reaction mixture at -10C to -5C for 30 minutes to 60 minutes. The reaction mixture was stirred at -10C to -5C for 30 minutes to 60 minutes. The pH was adjusted to 7.0 to 7.5 with the aqueous sodium carbonate solution (prepared by dissolving 120 g of sodium carbonate in 500 mL of de-ionized water at 20C to 25C) at -10C to -5C. The temperature of the reaction mixture was raised to 0C to 5C. The mixture was allowed to settle for 10 minutes to 20 minutes and the layers obtained were separated. The organic layer was concentrated at 15C to 30C at 50 mm to 100 mm Hg of pressure. The residue obtained was dissolved in denatured spirit (100 mL). The mixture was concentrated at 15C to 30C at 20 mm to 30 mm Hg of pressure. The residue obtained was used in the next step.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,675198-19-3, (4-(3-Methoxypropoxy)-3-methylpyridin-2-yl)methanol hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; RANBAXY LABORATORIES LIMITED; KAPOOR, Ashwini, Kumar; CHATTERJEE, Pranab; NATH, Asok; PRASAD, Mohan; WO2014/91450; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 180995-12-4, 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.180995-12-4, name is 2,4-Dichloronicotinonitrile, molecular formula is C6H2Cl2N2, molecular weight is 173, as common compound, the synthetic route is as follows.

To a mixture of 5-amino-1-methyl-1 H-benzo[d]imidazol-2(3/-/)-one (750 mg, 4.6 mmol) and 2,4-dichloropyridine-3-carbonitrile (760 mg, 4.4 mmol) under argon was added DMA (10 mL) followed by DIPEA (0.90 mL, 5.19 mmol) . The reaction mixture was heated at 120C under microwave irradiation for 45 min then allowed to cool to rt and added dropwise to a stirring mixture of methanol:water (1 : 1 ; 120 mL). The resulting precipitate was filtered, washed with water (2 x 25 mL) and diethyl ether (2 x 30 mL) affording 2-chloro-4-[(1-methyl- 2-oxo-3/-/-benzimidazol-5-yl)amino]pyridine-3-carbonitrile (1297 mg, 99%, 4.3 mmol) as a beige solid. 1 H NMR (500 MHz, DMSO-cfe) delta 10.95 (br s, 1 H), 9.39 (br s, 1 H), 7.99 (d, J = 6.2 Hz, 1 H), 7.13 (d, J = 8.3 Hz, 1 H), 6.95 (dd, J = 8.3, 1.9 Hz, 1 H), 6.90 (d, J = 1.9 Hz, 1 H), 6.65 (d, J = 6.2 Hz, 1 H).

The chemical industry reduces the impact on the environment during synthesis 180995-12-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; BELLENIE, Benjamin Richard; CARTER, Michael Keith; CHEUNG, Kwai Ming Jack; DAVIS, Owen Alexander; HOELDER, Swen; LLOYD, Matthew Garth; VARELA RODRIGUEZ, Ana; (381 pag.)WO2018/215801; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 121643-46-7, 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 121643-46-7, name is 6-Chloro-2-methoxynicotinonitrile. This compound has unique chemical properties. The synthetic route is as follows.

A solution of 6-chloro-2-methoxynicotinonitrile (1.16 g, 6.88 mmol), 4-bromo-3-(1,3-dioxolan-2-yl)-2-fluorophenol (1.81 g, 6.88 mmol), potassium carbonate (1.14 g, 8.26 mmol), and N,N-dimethylformamide (35 mL) was stirred at 80 C. overnight. Water was added and the solution was extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous sodium sulfate, and filtered. The solvent was removed under reduced pressure and the residue was purified by silica gel column using Combiflash to give 6-(4-bromo-3-(1,3-dioxolan-2-yl)-2-fluorophenoxy)-2-methoxynicotinonitrile (2.31 g, 85% yield).

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 121643-46-7, 6-Chloro-2-methoxynicotinonitrile.

Reference:
Patent; ANACOR PHARMACEUTICALS, INC.; AKAMA, Tsutomu; US2015/291629; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 5470-22-4, 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.5470-22-4, name is 4-Chloropicolinic acid, molecular formula is C6H4ClNO2, molecular weight is 157.55, as common compound, the synthetic route is as follows.

A solution of 4-chloropicolinic acid (0.78 g, 5 mmol) in aqueous dimethylamine (40%, 10 ml) was stirred at 100 C for 5 h in a sealed tube. The resulting solution was concentrated in vacuo, then dissolved in EtOAc (50 ml) and washed with saturated aqueous NaHCO3 (50 ml) twice. The organic phase was dried over MgSO4 and evaporated in vacuo to afford compound 16 (0.79 g, 95%). 1H NMR (DMSO-d6, 400 MHz): delta 8.20 (d, J=7.48 Hz, 1H), 7.43 (d, J=2.98 Hz, 1H), 7.10 (dd, J1=3.01 Hz, J2=7.53 Hz, 1H), 3.27 (s, 6H). ESI-HRMS: m/z calcd for C8H10N2O2 [M+H]+ 189.0634 found 189.0638.

The chemical industry reduces the impact on the environment during synthesis 5470-22-4, I believe this compound will play a more active role in future production and life.

Reference:
Article; Lu, Chaocao; Htan, Bu; Fu, Shitao; Ma, Chunmiao; Gan, Quan; Tetrahedron; vol. 75; 30; (2019); p. 4010 – 4016;,
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.1173897-86-3, name is 5-Bromo-6-methylpicolinonitrile, molecular formula is C7H5BrN2, molecular weight is 197.032, as common compound, the synthetic route is as follows.Application In Synthesis of 5-Bromo-6-methylpicolinonitrile

A suspension of 5-bromo-6-methylpyridine-2-carbonitrile (CAS 1173897-86-3, 0.195 g, 0.990 mmol), PdCl2(dppf) (0.072 g, 0.099 mmol), Z>w(pinocolato)diboron (0.352g, 1.386 mmol) and potassium acetate (0.194 g, 1.979 mmol) in dry DMSO (1.979 mL) was degassed (vacuum / nitrogen cycles) and heated in a sealed tube at 90 C for 4 h. The mixture was diluted with EtOAc, washed sequentially with water and brine, dried (phase separator) and concentrated in vacuo. The resulting residue was purified by flash chromatography (0-30% EtOAc in petrol on Si02) to afford the title compound. MS ES+: 245

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1173897-86-3, 5-Bromo-6-methylpicolinonitrile, and friends who are interested can also refer to it.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; AHMED, Saleh; BARKER, Gregory; CANNING, Hannah; DAVENPORT, Richard; HARRISON, David; JENKINS, Kerry; LIVERMORE, David; WRIGHT, Susanne; KINSELLA, Natasha; (259 pag.)WO2016/148306; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1480-65-5, 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. 1480-65-5, name is 5-Chloro-2-fluoropyridine, molecular formula is C5H3ClFN, 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 2-methyl-4-(3-pipendin-4-ylpropoxy)benzoic acid hydrochloride (Preparation 22, 574 mg, 1.83 mmol) in DMSO (850 muL) was added 5-chloro-2-fluoropyndine (288 mg, 2.20 mmol), DBU (960 muL, 6 41 mmol) and H2O (6 drops) The resulting suspension was heated in a sealed tube in the microwave at 13O0C for 3 h The reaction mixture was diluted with H2O, acidified to pH 5 with 2M HCl and extracted with EtOAc (3x), then the combined organic extracts were washed with brine, before being dried (MgSO4). Filtration, removal of solvent under reduced pressure and purification by column chromatography (EtOAc-IH, 2 3 to 3:2) afforded the title compound: RT = 3.87 min; mlz (ES+) = 403.11 [M + H]+ (Method A).

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 1480-65-5, 5-Chloro-2-fluoropyridine.

Reference:
Patent; PROSIDION LIMITED; BERTRAM, Lisa, Sarah; FYFE, Matthew, Colin, Thor; JEEVARATNAM, Revathy, Perpetua; KEILY, John; WO2010/4344; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 113118-81-3, 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 113118-81-3, name is 5-Bromonicotinaldehyde. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 5-bromonicotinaldehyde (LV) (2.0 g, 10.8 mmol, 1 eq) in MeOH (20 mL) was added NaB (2.4 g, 64.9 mmol, 6 eq) and the reaction mixture was stirred at room temperature for 3 h. The mixture was concentrated in vacuo and the residue was diluted in water (15 mL), the aqueous phase was extracted with DCM (10 mL x 3). The combined organic layers were dried over MgS04, filtered and concentrated in vacuo to afford (5-bromopyridin-3- yl)methanol (LXII) (1.8 g, 9.57 mmol, 90.0% yield) as a colorless oil. NMR (CDC13, 500 MHz) delta ppm 4.73 (s, 2H), 7.90 (s, 1H), 8.47 (s, 1H), 8.57 (s, 1H). ESIMS found for C6H6BrNO mlz 188.0 (M+H).

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 113118-81-3, 5-Bromonicotinaldehyde.

Reference:
Patent; SAMUMED, LLC; KC, Sunil Kumar; WALLACE, David Mark; CAO, Jianguo; CHIRUTA, Chandramouli; HOOD, John; (280 pag.)WO2017/23986; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 14432-12-3, 4-Amino-2-chloropyridine, 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, 14432-12-3, blongs to pyridine-derivatives compound. name: 4-Amino-2-chloropyridine

10.3 Synthesis of 2-chloro-3-iodo-pyridin-4-ylamine 2a* 2-Chloro-pyridin-4-ylamine 1a* (3.2 g, 25 mmol) and sodium acetate (4.1 g, 50 mmol) were stirred in acetic acid (20 mL). A solution of iodine monochloride (4.1 g, 25 mmol) in acetic acid (10 mL) was added and the reaction mixture was heated to 70 C for approximately three h (NB: reaction mixture became a solution at ?50 C, the brown colour faded and a precipitate formed as the reaction proceeded). The reaction mixture was cooled to room temperature, then poured onto water (700 mL), and extracted with AcOEt (2 x 750 mL). The organic phase was carefully washed with a saturated aqueous solution of sodium carbonate (500 mL) followed by a 10% solution of sodium thiosulfate (500 mL), dried over MgSO4 and concentrated in vacuo. The crude product was purified by column chromatography using 10% AcOEt in DCM to yield 2-chloro-3-iodo-pyridin-4-ylamine 2a* (2.6 g, 41 %). 1H NMR (400 MHz, CDCl3) delta (ppm): 7.88 (1 H, d, J = 5.5 Hz), 6.46 (1 H, d, J = 5.5 Hz), 4.96 (2 H, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,14432-12-3, its application will become more common.

Reference:
Patent; Max-Planck-Gesellschaft zur Foerderung der Wissenschaften e.V.; Ullrich, Axel (Prof. Dr.); Falcenberg, Mathias (Dr.); EP2818472; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 80194-70-3, 3-Chloro-5-(trifluoromethyl)picolinonitrile, 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, 80194-70-3, blongs to pyridine-derivatives compound. Formula: C7H2ClF3N2

Add 863g of absolute ethanol to a 3L four-necked round bottom flask and cool to 0 C to 5 C.HCl gas into 4 to 5 hours, weighed found that the quality of the system after the increase of 575g stopped by the HCl gas,Hydrogen chloride in ethanol was obtained. 110 g (0.533 mol) of 2-cyano-3-chloro-5-trifluoromethylpyridine was addedThe pyridine was dissolved in 15 g of ethanol, added dropwise to the above system at 30 C and stirred at 30 C3 hours. The system was warmed to 45 C and the reaction stirred at 45 C for 12 hours. The system was warmed to 75 C~ 80 , and the reaction was stirred at 75 ~ 80 for 4 hours. Concentrate the ethanol, and add 300mL of water,The mixture was stirred at 25 C to 30 C for 2 hours. The resulting system was extracted with 3 × 300 mL of dichloromethane,The combined organic layers were washed with 100 mL of saturated aqueous sodium bicarbonate until neutral. Concentrate diluted dichloromethaneThe residue was distilled under reduced pressure to collect the distillate from 120 C to 130 C and from 5 mmHg to 8 mmHg118.3 g of a colorless liquid was obtained in a yield of 87.6% and a GC purity of 99.58%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,80194-70-3, its application will become more common.

Reference:
Patent; Lianhua Technology Co., Ltd.; Zou Benli; Xu Tinghua; Yuan Li; Tan Wenping; Xie Siwei; (13 pag.)CN106905231; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 15862-37-0, 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 15862-37-0 as follows.

43.00 g (152.52 mol) of 2,5-dibromo-3-nitropyridine are hydrogenated in 1.5 g of Pd (10%) on activated charcoal in 450 ml of methanol until the calculated mount of hydrogen has been consumed, the catalyst is filtered off, and the filtrate is freed from solvent, giving 37.56 g of 3-amino-2,5-dibromopyridine. STR12

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,15862-37-0, its application will become more common.

Reference:
Patent; Hoechst Aktiengesellschaft; US5445763; (1995); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem