Tag: M.W:200-300

Reference of 167263-04-9 , The common heterocyclic compound, 167263-04-9, name is tert-Butyl 4-cyano-4-(pyridin-2-yl)piperidine-1-carboxylate, molecular formula is C16H21N3O2, 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.

HCl gas was bubbled through a solution of the product of Step 1 (1g, 3. 5mmol) in anhydrous methanol (20ml) for 10 minutes at 0C. This was warmed to room temperature and stirred for 48 hours, then evaporated in vacuo. The resulting solid (1. 03g, 3. 5mmol) was suspended in anhydrous dichloroethane (25ml). To the stirring suspension at 0C triethylamine (l. lml, 7. 7mmol), benzaldehyde (400mul, 3. 85mmol) and 3A molecular sieves (5g) were added and allowed to stirred at room temperature for 15 minutes before sodium cyanoborohydride (242mg, 3. 85mmol) was added in a single portion and the solution stirred at room temperature for 18 hours. The solvent was then evaporated in vacuo, to the residue water (50ml) was added and extracted into ethyl acetate (2 x 50ml). The organic layer was dried over anhydrous MgS04, filtered and evaporated in vacuo to give an orange oil. This was purified by column chromatography on silica using 0-5% methanol in dichloromethane as eluant. This gave methyl 1-benzyl-4-pyridin-2-ylpiperidine-4-carboxylate as an orange oil (820mg, 76%).

The synthetic route of 167263-04-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME LIMITED; WO2005/51390; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 73290-22-9, Adding some certain compound to certain chemical reactions, such as: 73290-22-9, name is 2-Bromo-5-iodopyridine,molecular formula is C5H3BrIN, 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 73290-22-9.

In a 1 L reaction vessel Intermediate A-3 (25 g), Phenylboronic acid (10.74 g), & lt; RTI ID = 0.0 & gt; Pd (PPh3) 4 (3.05 g), K2CO3 (24.3 g) , THF (333 mL) and distilled water (166 mL) were put together, And refluxed under nitrogen for 12 hours. After completion of the reaction, the reaction mixture was cooled to room temperature, and the aqueous layer was removed. The organic layer was washed with 5% brine (500 mL) And once with distilled water (500 mL). The organic layer obtained was dried over MgSO4, the solvent was removed, and ethyl acetate: n-hexane (= 3: 97) The residue was purified by silica gel column chromatography Purification yielded intermediate A-2 (12.4 g).

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. 73290-22-9, 2-Bromo-5-iodopyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SAMSUNG ELECTRONICS CO., LTD.; SAMSUNG SDI CO., LTD.; KIM, WOOK; CHAE, MI YOUNG; HO, TAL HO; KIM, HYUN JUNG; LEE, KANG MUN; LEE, NAM HEON; (67 pag.)KR2015/131882; (2015); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 59786-31-1 ,Some common heterocyclic compound, 59786-31-1, molecular formula is C7H6BrNO2, 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.

PdCl2(PPh3)2 (0.7 g, 1.03 mmol, 0.05 eq.) was added to a solution of 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid t-butyl ester (6.3 g, 20.5 mmol, 1.0 eq.) in THF (120 mL) under nitrogen. To this was added 3-bromoisonicotinic acid methyl ester (4.4 g, 20.5 mmol, 1.0 eq.). This was followed by the addition of a solution of Na2CO3 (8.7 g, 82.1 mmol, 4.0 eq.) in water (41 mL). The resulting solution was stirred for 14 hours while the temperature was maintained at reflux in an oil bath. The resulting solution was diluted with EtOAc (100 mL), and washed with saturated aqueous NaCl (2*100 mL). The organic layer was dried over anhydrous Na2SO4 and concentrated under vacuum. The residue was applied onto a silica gel column and eluted with EtOAc/PE (1:10) to yield 3′,6′-dihydro-2’H-[3,4′]bipyridinyl-4,1′-dicarboxylic acid 1′-t-butyl ester 4-methyl ester (5.6 g) as a yellow oil. H-NMR: (300 MHz, CDCl3, ppm): 8.65 (1H, d, J=4.8 Hz), 8.54 (1H, s), 7.65 (1H, d, J=4.8 Hz), 5.65 (1H, m), 4.08 (2H, m), 3.90 (3H, s), 3.65 (2H, m), 2.34 (2H, m), 1.51 (9H, s).

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. 59786-31-1, Methyl 3-bromoisonicotinate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Stangeland, Eric L.; Patterson, Lori Jean; Zipfel, Sheila; US2011/230495; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 65-22-5, 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 65-22-5 as follows.

General procedure: The ligands L3, L4, L5 and L6 were synthesized using pyridoxal hydrochloride (0.180g, 8mmol) solubilized in methanol (15mL). Then 4-hydroxybenzoic hydrazide (L3), 4-methoxybenzoic hydrazide (L4), 4-aminobenzoic hydrazide (L5), and 4-nitrobenzoic hydrazide (L6) were added (0.134g, 0.146g, 0.133g, 0.160g, 8mmol each, respectively). The reaction solution remained at 50C and constant stirring, with reaction time of 2h (L3-L4) and 3h (L5-L6). After this period, the reaction mixture was cooled to room temperature and the methanol was then evaporated under reduced pressure, whereby a yellow solid was obtained (Scheme 2 ). Thin-layer chromatography plates monitored the reactions (Hex/Ac 80-20). The synthetic route used to obtain the L4 ligand is similar to that proposed by K. Ramdasand and co-workers [29].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,65-22-5, its application will become more common.

Reference:
Article; Arantes, Leticia Priscilla; Back, Davi Fernando; Chaves, Otavio Augusto; Iglesias, Bernardo Almeida; Neves, Ademir; Piquini, Paulo Cesar; Siqueira, Josieli Demetrio; Soares, Felix Antunes; de Pellegrin, Sidnei Flores; dos Santos, Sailer Santos; Journal of Inorganic Biochemistry; vol. 204; (2020);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 861673-68-9, 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. 861673-68-9, name is 2-(2-(tert-Butyl)phenoxy)pyridin-3-amine, molecular formula is C15H18N2O, 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 mixture of 2-(2-tert-Butylphenoxy)-3-aminopyridine (Intermediate 1) (50 mg, 0.20 mmol) and 2-methylbenzoyl isothiocyanate (36 muL, 0.24 mmol, 1.2 eq) in DCM (10 mL) was heated at reflux for 1 h. The mixture was cooled to rt and evaporated to give the crude product. Purification by flash chromatography (silica, 0-20% EtOAc/hexane gradient) provided Example 423a (91 mg) as white crystals. (M+H)+=420.25.

According to the analysis of related databases, 861673-68-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Sutton, James C.; Pi, Zulan; Ruel, Rejean; L’Heureux, Alexandre; Thibeault, Carl; Lam, Patrick Y. S.; US2006/173002; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 1289197-78-9, name is 2-Bromo-4-chloronicotinaldehyde, the common compound, a new synthetic route is introduced below. Safety of 2-Bromo-4-chloronicotinaldehyde

Example 170b 4-Chloro-2-[(1R,11S)-7-oxo-3,6-diazatetracyclo[9.2.1.02,10.03,8]tetradeca-2(10),8-dien-6-yl]pyridine-3-carbaldehyde 170b A 100-mL single-neck round-bottomed flask equipped with a magnetic stirrer and a reflux condenser was charged with 1,4-dioxane (30 mL), (1S,11R)-3,6-diazatetracyclo[9.2.1.02,10.03,8]tetradeca-2(10),8-dien-7-one 170a (400 mg, 2.0 mmol), 2-bromo-4-chloronicotinaldehyde 103a (1.30 g, 6.0 mmol), and potassium acetate (390 mg, 4.0 mmol). After bubbling nitrogen through the resulting mixture for 30 minutes, Xantphos (110 mg, 0.20 mmol) and tris(dibenzylideneacetone)dipalladium(0) (180 mg, 0.20 mmol) were added, and the reaction mixture was heated at 80 C for 10 h. After this time the reaction was cooled to room temperature and filtered. The filtrate was partitioned between ethyl acetate (50 mL) and water (30 mL). The aqueous layer was separated and extracted with ethyl acetate (3 X 30 mL). The combined organic layer was washed with brine (20 mL) and dried over sodium sulfate. The drying agent was removed by filtration and the filtrate was concentrated under reduced pressure. The residue was purified by silica-gel column chromatography eluting with 2:1 petroleum ether/ethyl acetate to afford 170b (405 mg, 59%) as a yellow solid. MS-ESI: [M+H]+ 342.2

The synthetic route of 1289197-78-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F.Hoffmann-La Roche AG; CRAWFORD, James John; ORTWINE, Daniel Fred; WEI, BinQing; YOUNG, Wendy B.; EP2773638; (2015); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 66572-56-3, Adding some certain compound to certain chemical reactions, such as: 66572-56-3, name is 2-Bromoisonicotinic acid,molecular formula is C6H4BrNO2, 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 66572-56-3.

A solution of 2-bromoisonicotinic acid (5.00 g, 24.8 mmol) in MeOH (50 mL) was treated with sulfuric acid (0.50 mL, 9.4 mmol) and the reaction mixture was stirred at 80 C for 1 hour. The mixture was returned to room temperature and stirred for a further 96 hours before heating to 80 C and stirring for 24 hours. The reaction mixture was cooled to room temperature, and the volatiles were removed in vacuo. An aqueous NaOH solution (2 M, -50 mL) was added to the residue and the aqueous was extracted with EtOAc (3 * 50 mL). The organic layers were combined, washed with brine, dried (MgS04) and the solvent removed in vacuo to give the title compound as a yellow oil (4.14 g, 77%). LCMS-B: rt 3.55 min; m/z 216 [Mu+Eta for /9Br. 218 [M+H]+ for 81 Br; 1H NMR (400 MHz, CDCb) delta 8.52 (dd, J = 5.0, 0.8 Hz, 1 H), 8.04 (t, J = 1.2 Hz. 1 H), 7.80 (dd, J = 5.0, 1.4 Hz, 1 H), 3.96 (s, 3H).

According to the analysis of related databases, 66572-56-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CTXT PTY LTD; FOITZIK, Richard Charles; CAMERINO, Michelle Ang; WALKER, Scott Raymond; LAGIAKOS, H. Rachel; (98 pag.)WO2016/34675; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 105752-11-2, 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 105752-11-2, name is 3-Amino-4-iodopyridine. This compound has unique chemical properties. The synthetic route is as follows.

A reselable pressure tube was charged with 4-iodopyridin-3 -amine (2.4 g, 10.9 mmol), 4-(triethylsilyl)but-3-yn-ol (5.0 g, 27.3 mmol), lithium chloride (0.46 g, 42.0 mmol), sodium carbonate (2.31 g, 21.8 mmol) and 1,1 ‘- bis(diphenylphosphino)ferrocenopalladium(II) dichloride, toluene (0.45 g, 0.55 mmol), the tube was sealed and heated on a 100 C oil bath for ~20h. The reaction mixture was cooled to ambient temperature, diluted with EtOAc (75 mL) and ether (75 mL). Water (150 mL) was added and the biphasic mixture was filtered through celite. The filtrate was transferred to a separatory funnel and the phases were separated and the aqueous fraction extracted twice more with ethyl acetate. The combined organic layers were washed with water and brine, dried over sodium sulfate, filtered and evaporated. The crude was purified by silica gel chromatography, eluting with 2-20% (9: 1 MeOH/NH4OH)/chloroform, affording 2- (2-(triethylsilyl)-lH-pyrrolo[2,3-c]pyridin-3-yl)ethanol (2.45 g, 81% yield). LCMS method A: retention time = 3.44 min, M+H = 277.25. 1H NMR (400MHz, CHLOROFORM-d) delta = 8.79 (s, 1H), 8.65 – 8.47 (m, 1H), 8.22 (d, J=5.5 Hz, 1H), 7.56 (d, J=5.3 Hz, 1H), 3.91 (t, J=6.9 Hz, 2H), 3.13 (t, J=6.9 Hz, 2H), 1.82 (br. s, 1H), 1.12 – 0.90 (m, 15H).

According to the analysis of related databases, 105752-11-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; MCDONALD, Ivar M.; ZUSI, F. Christopher; OLSON, Richard E.; WO2015/191403; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 874959-68-9, Adding some certain compound to certain chemical reactions, such as: 874959-68-9, name is 5-Bromopyridine-2-sulfonyl chloride,molecular formula is C5H3BrClNO2S, 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 874959-68-9.

General procedure: To a pyridine (1.5 mL) solution of 5-((1S,2R)-1-amino-2-(6-fluoro-2,3-dimethylphenyl)propyl)-1,3,4-oxadiazol-2(3H)-one monohydrochloride (45 mg) obtained from Reference Example F1, 5-chloro-8-(chlorosulfonyl)-4-methyl-d3-chroman-4-ylacetate (80 mg) obtained in Reference Example E1 was added, and the reaction solution was stirred atroom temperature for 12 hours. The reaction solution was concentrated under reduced pressure, and the obtainedresidue was purified by silica gel column chromatography (eluent: hexane / ethyl acetate) to obtain the title compound(59 mg) as a 1: 1 diastereomer mixture.

According to the analysis of related databases, 874959-68-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Taiho Pharmaceutical Co., Ltd.; MIYAHARA, Seiji; UENO, Hiroyuki; HARA, Shoki; OGINO, Yoshio; (203 pag.)EP3466934; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 198904-85-7, Adding some certain compound to certain chemical reactions, such as: 198904-85-7, name is tert-Butyl 2-(4-(pyridin-2-yl)benzyl)hydrazinecarboxylate,molecular formula is C17H21N3O2, 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 198904-85-7.

[00446] Example 94. Preparation of tert-butyl 2-((2S,3S)-2-hydroxy-4-phenyl-3-{[(benzyloxy) carbonyl]amino}butyl)-2-(4-pyridin-2-ylbenzyl)hydrazinecarboxylate; [00447] To a solution of (l-oxiranyl-2-phenyl-ethyQ-carbamic acid benzyl ester (0.75 g, 2.5 mmol, WO 2005061487) in 2-propanol (10 mL) was added N-(4-pyridin-2-ylbenzyl)hydrazine carboxylic acid tert-butyl ester (0.75 g, 2.5 mmol, WO 2005061487) and the solution was refluxed for 18 hours, after which time it was cooled, solvent was removed in vacuo and the crude residue was purified by column chromatography on silica gel (10% EtOAc/hexane) to give 100 mg, 7% of the compound of this Example. NMR (CDC13) delta ppm 8.62 – 8.76 (m, I H) 7.86 – 8.06 (m, 2 H) 7.65 – 7.82 (m, 2 H) 7.09 – 7.51 (m, 14 H) 5.18 – 5.46 (m, 2 H) 5.00 – 5.10 (m, 2 H) 3.52 – 4.11 (m, 4 H) 2.87 – 3.02 (m, 2 H) 2.72 – 2.87 (m, 1 H) 1.33 (s, 9 H); MS (M + H+) = 597.

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. 198904-85-7, tert-Butyl 2-(4-(pyridin-2-yl)benzyl)hydrazinecarboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ABBOTT LABORATORIES; WO2008/27932; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem