Tag: M.W=300-400

Related Products of 59020-10-9, 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. 59020-10-9, name is 3-(Tributylstannyl)pyridine, molecular formula is C17H31NSn, 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.

34a. 5-(3-Pyridinyl)-6-chloro-3-(1-BOC-2-(S)-pyrrolidinylmethoxy)pyridine To a solution of 5-bromo-6-chloro-3-(1-BOC-2-(S)-pyrrolidinylmethoxy)pyridine (from Example 23a, 500 mg, 1.28 mmol) in toluene (10.0 mL) was added 3-pyridinyltributyltin (564 mg, 1.5 mmol) and tetrakis(triphenylphosphine)palladium(0) (45 mg, 0.039 mmol). After being refluxed overnight, the resulting mixture was cooled to room temperature. Solvent was removed and the residue was chromatographed on a silica gel column, eluding with hexane/EtOAc 2:1 and 1:1 to afford an oil (428 mg, 86%). MS (CI/NH3) m/z 390 (M+H)+. 1 H NMR (CDCl3, 300 MHz) delta1.24-1.67 (m, 2H), 1.44 (s, 9H), 1.86-2.10 (m, 2H), 3.32-3.45 (m, 2H), 3.95-4.27 (m, 3H), 7.28-7.44 (m, 2H), 7.81-7.86 (m, 1H), 8.14-8.17 (m, 1H), 8.65-8.73 (m, 2H).

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 59020-10-9, 3-(Tributylstannyl)pyridine.

Reference:
Patent; Abbott Laboratories; US5629325; (1997); A;; ; Patent; Abbott Laboratories; US6127386; (2000); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 16727-47-2, 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.16727-47-2, name is 2,6-Bis(benzyloxy)-3-bromopyridine, molecular formula is C19H16BrNO2, molecular weight is 370.2398, as common compound, the synthetic route is as follows.

Step-1: Preparation of 2-(2,6-Bis-benzyloxy-pyridin-3-yl)-2,6-dihydro-4H-pyrrolo[3,4- c]pyrazole-5-carboxylic acid tert-butyl ester (26-2) (1327) (1328) Compound 26-2 was synthesized according to Scheme 26. Yield: 12%; LC MS: ES+ 499.3.

Statistics shows that 16727-47-2 is playing an increasingly important role. we look forward to future research findings about 2,6-Bis(benzyloxy)-3-bromopyridine.

Reference:
Patent; C4 THERAPEUTICS, INC.; PHILLIPS, Andrew, J.; NASVESCHUK, Chris, G.; HENDERSON, James, A.; LIANG, Yanke; CHEN, Chi-li; DUPLESSIS, Martin; HE, Minsheng; LAZARSKI, Kiel; (980 pag.)WO2017/197051; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 16727-47-2, 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. 16727-47-2, name is 2,6-Bis(benzyloxy)-3-bromopyridine. A new synthetic method of this compound is introduced below.

A stirred mixture of 16-1 (170 mg, 459 mumol), 23-1 (124.8 mg 918 mumol) and Potassium phosphate (211 mg, 918 mumol) in Dioxane:water (6:1, 7 mL) was degassed with argon for 10 minutes. PdCl2dppf.DCM (38 mg, 45.9 mumol) was added and stirred the reaction was stirred at 110C for 16 hours, cooled to room temperature and then filtered through a short bed of celite. The filtrate was diluted with Ethyl acetate, washed with water, dried over anhydrous Na2SO4 and concentrated under reduced pressure. The crude mass was purified by column chromatography (silica, gradient: 0-5% Ethyl acetate in Hexane) to afford 23-2 (160 mg, 419 mumol, 91%) as a sticky solid. LC MS: ES+ 382.2.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,16727-47-2, 2,6-Bis(benzyloxy)-3-bromopyridine, and friends who are interested can also refer to it.

Reference:
Patent; C4 THERAPEUTICS, INC.; PHILLIPS, Andrew, J.; NASVESCHUK, Chris, G.; HENDERSON, James, A.; LIANG, Yanke; HE, Minsheng; LAZARSKI, Kiel; VEITS, Gesine, Kerstin; VORA, Harit, U.; (794 pag.)WO2017/197046; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1029720-23-7, 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 1029720-23-7, name is Methyl 3-(dibromomethyl)picolinate. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A solution of 25-28 (3.08g, 0.01mol) and hydrazine hydrate (2.00g, 0.04mol) in methanol (50mL) was stirred under reflux for 5h. The solvent was evaporated under reduced pressure, and the residue was recrystallized from MeOH-H2O (9:1).

According to the analysis of related databases, 1029720-23-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Yaremenko, Anatoliy G.; Volochnyuk, Dmitriy M.; Shelyakin, Vyacheslav V.; Grygorenko, Oleksandr O.; Tetrahedron; vol. 69; 33; (2013); p. 6799 – 6803;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 59020-10-9, 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. 59020-10-9, name is 3-(Tributylstannyl)pyridine, molecular formula is C17H31NSn, 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.

A stirred solution of 2-bromo-5-nitrobenzotrifuoride (Lancaster Synthesis, GmbH; 3.37 g, 12.5 [MMOL)] and [3- (TRI-N-BUTYLSTANNYL)] pyridine (Maybridge Chemical Co. Ltd. , England; 5.0 g, 13.6 [MMOL)] in xylene (75 mL) was purged with argon for 10 minutes at [20C.] Tetrakis (triphenylphosphine) palladium (0) (1.4 g, 1.25 [MMOL)] is then added and the resulting mixture is heated at [130C] for 24 hours under an argon atmosphere. The mixture is then cooled, treated with an aqueous solution of sodium hydroxide (150 mL of 0.1 M) and purged with air for 2 hours. The resulting mixture is then diluted with ethylacetate (200 mL) and filtered. The orgainic phase is then sequentially washed with water (2 x 80 mL) and saturated aqueous sodium chloride (1 x 80 mL), dried [(MGS04),] filtered and the solvent is evaporated off under reduced pressure to yield the crude product which is purified by column chromatography (silica gel, eluent 50% ethyl acetate in hexane) to afford [3- [ (4-NITRO-3- (TRIFLUOROMETHYL) PHENYL]] pyridine. This product is dissolved in ethanol (200 mL) and hydrogenated at atmospheric pressure over Raney nickel (0.23 g) at [22C.] The calculated amount of hydrogen is taken up in 24 hours. The mixture is then filtered and the solvent is evaporated off under reduced pressure to yield the crude product which is purified by chromatography (silica gel ; eluent 50% ethyl acetate in hexane) and recrystallised from ether-hexane to give the title compound as a colourless crystalline solid, m. p. [92-93C.]

According to the analysis of related databases, 59020-10-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2004/5281; (2004); A1;,
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.578007-66-6, name is 5-Bromo-3-iodo-2-methoxypyridine, molecular formula is C6H5BrINO, molecular weight is 313.92, as common compound, the synthetic route is as follows.Quality Control of 5-Bromo-3-iodo-2-methoxypyridine

Intermediate compound10:ethyl 2-(5-bromo-2-methoxypyridin-3-yl)-5,5-dimethylcyclohex-1-enecarboxylate[360]Starting material8(1.14 g, 3.70 mmol), 5-bromo-3-iodo-2-methoxypyridine (1.40 g, 4.44 mmol), Pd(PPh3)4(0.85 g, 0.74 mmol) and cesium carbonate (2.41 g, 7.40 mmol) were dissolved in dioxane/water (v/v 9:1, 10 mL), and then reacted by microwave irradiation at 120 for 30 minutes. After completion of the reaction, the reaction mixture was cooled to room temperature, diluted with ethyl acetate, and then washed with a saturated ammonium chloride solution. The organic layer was dried with anhydrous magnesium sulfate, filtered, and then concentrated under reduced pressure to remove the solvent. The residue was purified by MPLC (SiO2, EtOAc/hexane = 1:9) to obtain compound10(0.37 g, 27%) as colorless oil.[361]MS (ESI) m/z 368.0 (M++ H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,578007-66-6, 5-Bromo-3-iodo-2-methoxypyridine, and friends who are interested can also refer to it.

Reference:
Patent; CHONG KUN DANG PHARMACEUTICAL CORP.; LEE, Jae Kwang; OH, Jung Taek; LEE, Jae Won; LEE, Seo Hee; KIM, Il-Hyang; LEE, Jae Young; BAE, Su Yeal; LEE, Se Ra; KIM, Yun Tae; WO2014/119947; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 928653-73-0, 5-Bromo-2-chloro-3-iodopyridine, 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, COA of Formula: C5H2BrClIN, blongs to pyridine-derivatives compound. COA of Formula: C5H2BrClIN

1-(5-Bromo-2-chloropyridin-3-yl)-2-(2-chloro-3-fluoro-6-methoxyphenyl)propan-1 -olA solution of 5-bromo-2-chloro-3-iodopyridine (0.750 g, 2.36 mmol) in anhydrous THF (5.5 mL) was cooled to -50 C and dropwise charged with 2.0 M of isopropylmagnesium chloride in THF (1.41 mL, 2.83 mmol) over an 8 min period and the mixture was stirred at -50 C for an additional 30 min. After 30 min., the mixture was charged with 2-(2-chloro-3-fluoro- 6-methoxyphenyl)propanal (0.766 g, 3.53 mmol) and stirred at -40 C for 1 h then allowed to warm to 0 C and charged with brine (10 mL) and allowed to stir for 15 min. The reaction mixture was partitioned between EtOAc and H20 and separated. The aqueous was re- extracted with EtOAc (3x) and the combined organic fractions were dried over Na2S04, filtered and concentrated in vacuo resulting in 930 mg of a crude oil/solid mixture. The mixture was recrystallized from 20% EtOAc in hexanes resulting in 245 mg of a white solid (diastereomer A). The mother liquor was purified by chromatography on silica gel [Jones Flashmaster, 20 g cartridge, eluting with 12% EtOAc in hexanes] resulting in 31 1 mg of a white foam (mainly diastereomer B). These two diastereomers were combined for the subsequent oxidation step. Diastereomer A: 1H NMR (400 MHz, CDCI3): delta = 1.34 (d, J = 6.23 Hz, 3H), 3.62 (br. s., 1 H), 3.89 (br. s., 3H), 5.43 (br. s., 1 H), 6.70-6.80 (m, 1 H), 6.94-7.03 (m, 1 H), 8.1 1 (d, J = 1.5 Hz, 1 H), 8.30 (d, J = 1.5 Hz, 1 H). MS (ES+): m/z 407.73, 409.77, 41 1 .74 [MH+]. HPLC: tR = 3.12 min (nonpolar_5min, ZQ3). Diastereomer B: 1H NMR (400 MHz, CDCI3): delta = 1 .41 (d, J = 7.3 Hz, 3H), 3.93-3.97 (m, 3H), 3.97-4.05 (m, 1 H), 5.44 (br. s., 1 H), 5.55 (dd, J = 4.6, 6.6 Hz, 1 H), 6.83 (dd, J = 4.3, 9.1 Hz, 1 H), 7.03 (dd, J = 8.1 , 9.1 Hz, 1 H), 7.76 (d, J = 0.5 Hz, 1 H), 8.33 (d, J = 2.5 Hz, 1 H). MS (ES+): m/z 407.73, 409.76, 41 1.74 (100/68/17) [MH+]. HPLC: fR = 3.35 min (nonpolar_5min, ZQ3).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,928653-73-0, 5-Bromo-2-chloro-3-iodopyridine, and friends who are interested can also refer to it.

Reference:
Patent; OSI PHARMACEUTICALS, LLC; LI, An-Hu; MULVIHILL, Mark, J.; STEINIG, Arno, G.; WO2011/143646; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 123853-39-4, 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.123853-39-4, name is 4-(2,3-Dichlorophenyl)-5-(methoxycarbonyl)-2,6-dimethyl-1,4-dihydropyridine-3-carboxylic acid, molecular formula is C16H15Cl2NO4, molecular weight is 356.2, as common compound, the synthetic route is as follows.

Example-5: Preparation of Clevidipine:100 gm of 1 ,4-dihydro-2,6-dimethyl-4-(2′,3′-dichorophenyl)-5-methoxycarbonyl-3- pyridinecarboxylic acid and 35.4 gm of Sodium bicarbonate is stirred in DMF under nitrogen atmosphere. 49.9 gm of Chloromethyl butyrate was added and reaction mixture was heated at about 80C for 4 hrs. The solvent was distilled out and residue was treated with methylene chloride. The obtained reaction mass was washed with water and the methylene chloride layer was dried over sodium sulphate. Methylene chloride was distilled out under vacuum. Diisopropyl ether (800 ml) was added to the residual mass and stirred at 25-30C for one hour. The reaction mass was filtered, the wet cake was washed with diisopropyl ether to give crude clevidipine (Wt. = 97.5 gms HPLC Purity > 99%).

The chemical industry reduces the impact on the environment during synthesis 123853-39-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; CADILA PHARMACEUTICALS LIMITED; KHAMAR, Bakulesh Mafatlal; SHARMA, Arun Omprakash; PARIKH, Sanjay Natvarlal; BHATT, Achyut Pravinbhai; PANSURIYA, Akshay Madhubhai; JADEJA, Krunal Aniruddhbhai; BAPAT, Uday Rajaram; MODI, Indravadan Ambalal; WO2012/69989; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 59020-10-9, 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 59020-10-9, name is 3-(Tributylstannyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows.

Pd(PPh3)2Cl2 (3.84 mg, 0.0054mmol) was added to a solution of ((S)- 1-(N1^- Bromo-benzyl)-N’-[(S)-3-hydroxy-3-((lS,2R)-2-hydroxy-indan-l-ylcarbamoyl)-4- phenyl-butyl]-hydrazinocarbonyl}-2,2-dimethyl-propyl)-carbamic acid methyl ester (22) (75 mg, 0.108 mmol), 3-(l,l,l-tri-?-butylstannyl)pyridine (159 mg, 0.431 mmol) and CuO (8.6 mg, 0.108 mmol) in DMF (2.0 mL) and stirred in a heavy-walled Smith process EPO vial at 120 0C 50 min in the microwave cavity. The mixture was diluted with CH2Cl2 (20.0 mL) and washed with aq. saturated NaHCO3 (3 x 15.0 mL). The organic layer was dried (MgSO4) and evaporated. The residue was re-dissolved in CH3CN (50.0 mL) and washed with isohexane (3 x 20.0 mL). The acetonitrile phase was evaporated and the crude product was purified using RP-LC-MS (45 min gradient of 15-70% CH3CN in 0.05% aqueous formic acid) which gave the title product (23.1 mg, 31%) as a white solid. MS (ESI+): m/z: 694 (M+);1H NMR (CD3OD 400 MHz): delta 8.66 (m, IH), 8.45 (m, IH), 8.00 (m, IH), 7.52-7.44 (m, 6H), 7.30-7.04 (m, 9H), 5.04 (m, IH), 4.24 (m, IH), 3.82 (m, 2H), 3.68 (s, IH)5 3.60 (s, 3H), 3.10-2.78 (m, 6H), 2.62 (s, IH), 2.20 (m, IH), 1.96 (m, IH), 0.78 (s, 9H); 13C NMR (CD3OD, 100 MHz): delta 176.9, 171.1, 157.8, 147.8, 147.0, 141.3, 140.3, 137.0, 136.8, 135.2, 130.5, 130.0, 127.6, 126.8, 126.5, 126.3, 124.9, 124.1, 78.7, 72.5, 61.9, 61.7, 57.2, 53.6, 51.5, 39.6, 34.3, 33.5, 28.3, 25.7

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 59020-10-9, 3-(Tributylstannyl)pyridine.

Reference:
Patent; MEDIVIR AB; WO2006/84688; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 153747-97-8 ,Some common heterocyclic compound, 153747-97-8, molecular formula is C14H20BrN3O2, 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.

The gaseous trifluororacetaldehyde was trapped with the dry ice-filled cold finger and dripped into a THF solution of 4-(5-bromo-pyridin-2-yl)-piperazine-l-carboxylic acid tert-butyl ester (1 g, 2.92 mmol) with 2.5 M n-butyllithium in hexanes (1.29 mL, 3.2 mmol) at -78 C under nitrogen atmosphere. After addition, the reaction mixture was warmed to room temperature and stirred for 1 h. The mixture was quenched with saturated ammonium chloride aqueous solution at -78 0C and the mixture was partitioned between DCM and brine. The organic layer was dried over Na2SO4 and concentrated to afford a light yellow solid. The crude material was purified by flash chromatography on silica gel, eluting with 10 – 80% EtOAc : heptane. Fractions containing the desired product were combined and concentrated to afford a colorless sticky solid (450 mg, 35.9% yield). The Boc protected titled compound (200 mg, 0.466 mmol) was stirred in 50% TFA in DCM (5 mL) for 10 min. The reaction mixture was concentrated to afford the titled product as a TFA salt (150 mg, yield 98%). MS (m/z, MH+): meas. 330.0 calc. 329.25

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. 153747-97-8, tert-Butyl 4-(5-bromopyridin-2-yl)piperazine-1-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; WO2008/110611; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem