Tag: M.W:100-200

Application of 66909-38-4, 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 66909-38-4, name is 6-Chloro-4-methylpyridin-3-amine. This compound has unique chemical properties. The synthetic route is as follows.

Potassium thiocyanate (0.682 g, 7.01 mmol) was dissolved in acetic acid (10 mL) and cooled to 0 C. 6-chloro-4-methylpyridin-3-amine (1.00 g, 7.01 mmol) was dissolvedacetic acid (3.33 mL) and added dropwise. Bromine (0.361 mL, 7.01 mmol) was dissolved in acetic acid (3.33 mL) and added dropwise to the reaction mixture. The reaction mixture was allowed to warm to room temperature for 18 h. The reactionmixture was concentrated under reduced pressure. The resultant residue was diluted with water and neutralized with 1 N NaOH. The aqueous solution was extracted with EtOAc (x3). The combined organic layer was washed with brine, dried with sodium sulfate, and concentrated under reduced pressure. The reaction mixture was purified on Prep HPLC using Method A to yield Intermediate 191A (0.890 g, 4.46 mmol, 63.6 % yield) as awhite solid. ?H NMR (400MHz, CHLOROFORM-d) 7.08 (d, J0.7 Hz, 1H), 3.39 (dt, J3.2, 1.6 Hz, 2H), 2.50 (d, J0.7 Hz, 3H). LC-MS: method H, RT = 0.92 mm, MS (ESI) m/z: 200.1 (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 66909-38-4, 6-Chloro-4-methylpyridin-3-amine.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; ZHANG, Xiaojun; PRIESTLEY, Eldon Scott; BATES, J. Alex; HALPERN, Oz Scott; REZNIK, Samuel Kaye; RICHTER, Jeremy M.; (1137 pag.)WO2018/13774; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 63572-73-6, name is 5-Nitro-1H-pyrazolo[3,4-b]pyridine. This compound has unique chemical properties. The synthetic route is as follows. name: 5-Nitro-1H-pyrazolo[3,4-b]pyridine

4N NaOH (5.12 mL, 20.5 mmol) was added to a cold (00C) solution of5-nitro-lH-pyrazolo[3,4-b]pyridine (0.84 g, 5.12 mmol) in dioxane (30 mL), followed by bromine (1.05 mL, 20.5 mmol). The cold bath was removed, and the reaction mixture was left at room temperature for 30 minutes. The reaction mixture was diluted with ethyl acetate (100 mL) and quenched with saturated aqueous Na3S3O3 (50 mL). The aqueous layer was extracted with ethyl acetate (100 mL). The combined organic layers were dried, filtered and concentrated.The crude product was purified by column chromatography, eluting with hexanes/ethyl acetate(9:1) to give 3 -bromo-5-nitro-l H-pyrazolo [3 ,4-b]pyridine (1.10 g, 88%) as a solid.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 63572-73-6, 5-Nitro-1H-pyrazolo[3,4-b]pyridine.

Reference:
Patent; ARRAY BIOPHARMA INC.; GENENTECH, INC.; GRADL, Stefan; LAIRD, Ellen; MORENO, David; REN, Li; WENGLOWSKY, Steven Mark; WO2011/25968; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 113293-70-2, 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 113293-70-2 as follows.

Step 1 5-(2,6-Dichloropyridin-4-yl)oxazole 528 mg of 2,6-dichloroisonicotinaldehyde (this compound was prepared by the method described in J. Chem. Soc., Chem. Commun., 1998, 1567-1568) was dissolved in 10 ml of methanol, and 586 mg of p-toluenesulfonyl methyl isocyanide and 415 mg of potassium carbonate ware added, and the mixture was stirred at 50 C. for 30 minutes. The reaction solution was concentrated, and then diluted with ethyl acetate, and the organic layer was washed with a saturated aqueous solution of sodium bicarbonate and brine, and then dried over magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 630 mg of the objective compound as white powder. MS (ESI) m/z 215 (M+H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,113293-70-2, its application will become more common.

Reference:
Patent; NIPPON SHINYAKU CO., LTD.; US2011/288065; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1211517-76-8, 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. 1211517-76-8, name is 3-Bromo-5-fluoro-4-methylpyridine. A new synthetic method of this compound is introduced below.

Step 2 3-Bromo-5-fluoro-4-methylpyridine (1.69 g, 8.89 mmol, Eq: 1.00), bis(triphenylphosphine)-palladium(10 dichloride (312 mg, 445 mumol, Eq: 0.05) and copper (I) iodide (84.7 mg, 445 mumol, Eq: 0.05) in DMF (15 ml) with flushed with nitrogen and treated with ethynyltrimethylsilane (1.05 g, 1.5 ml, 10.7 mmol, Eq: 1.2) and triethylamine (3.63 g, 5 ml, 35.9 mmol, Eq: 4.03). The reaction was heated to 115 C. and held at this temperature for 18 h. The mixture was cooled, diluted with water and extracted with ether (3*). The combined organic layers were washed with water (2*), brine, dried over anhydrous sodium sulfate, filtered through celite and concentrated to give a brown oil. The crude material was purified by flash chromatography (silica gel, 80 g, 20% EtOAc in hexanes). Fraction were pooled and evaporated to yield 1.09 g (59%) of 3-fluoro-4-methyl-5-((trimethylsilyl)ethynyl)pyridine as a yellow oil containing some solid. 1H NMR (DMSO-d6) delta 8.50 (s, 1H), 8.44 (s, 1H), 2.34 (d, J=1.8 Hz, 3H), 0.27 (s, 9H). LC-MS (ES) calculated for C11H14FNSi, 207.33. found m/z 207.8 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1211517-76-8, 3-Bromo-5-fluoro-4-methylpyridine, and friends who are interested can also refer to it.

Reference:
Patent; Hoffmann-La Roche Inc.; Alam, Muzaffar; DuBois, Daisy Joe; Hawley, Ronald Charles; Kennedy-Smith, Joshua; Minatti, Ana Elena; Palmer, Wylie Solang; Silva, Tania; Thakkar, Kshitij Chhabilbhai; Wilhelm, Robert Stephen; US2013/109720; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 88312-64-5, name is Methyl 2-amino-5-nitronicotinate. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C7H7N3O4

LiOH (0.12 g, 5 mmol) was added to a solution of the methyl ester 26a (1 g, 5 mmol) in a mixture of 1 % MeOH in THF (10 mL). The solution was stirred at room temperature for 17 h, then concentrated under reduced pressure. The solid obtained (0.8 g) was used in the next step without further purification.

With the rapid development of chemical substances, we look forward to future research findings about 88312-64-5.

Reference:
Patent; UNIVERSITY OF DUNDEE; MEDIVIR AB; CONSEJO SUPERIOR DE INVESTIGACIONES CIENTIFICAS; SWISS TROPICAL AND PUBLIC HEALTH INSTITUTE; SYNGENE INTERNATIONAL LIMITED PLC; KAHNBERG, Pia; JOHANSSON, Nils-Gunnar; GILBERT, Ian; HAMPTON, Shahienaz; HARRISON, Justin; SARKAR, Sandipan; GONZALES, Dolores; WO2015/189595; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 71670-70-7, 2-(Chloromethyl)-5-methylpyridine 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, HPLC of Formula: C7H9Cl2N, blongs to pyridine-derivatives compound. HPLC of Formula: C7H9Cl2N

To 3,5-difluoro-4-nitrophenol (7.44 g, 42.5 mmol), Cs2CO3 (27.7 g, 84.9 mmol), and 2-(chloromethyl)-5-methylpyridine hydrochloride (7.6 g, 42.5 mmol) was added DMF (281 mL) and the reaction was stirred at 75 Celsius for 18 hours. The reaction was allowed to cool to room temperature before being poured into sat. NaHCO3. The aqueous phase was extracted three times with EtOAc, and the combined organic layers were washed four times with brine, dried (Na2SO4), filtered, and concentrated. The crude material was purified via FCC to afford the title compound. MS (ESI): mass calcd. for C13H10F2N2O3, 280.1; m/z found, 281.0 [M+H]+.

The synthetic route of 71670-70-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chai, Wenying; Dvorak, Curt A.; Eccles, Wendy; Edwards, James P.; Goldberg, Steven D.; Krawczuk, Paul J.; Lebsack, Alec D.; Liu, Jing; Pippel, Daniel J.; Sales, Zachary S.; Tanis, Virginia M.; Tichenor, Mark S.; Wiener, John J. M.; US2014/275029; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 917364-11-5, 5,6,7,8-Tetrahydroimidazo[1,2-a]pyridine-2-carboxylic acid, 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, Application In Synthesis of 5,6,7,8-Tetrahydroimidazo[1,2-a]pyridine-2-carboxylic acid, blongs to pyridine-derivatives compound. Application In Synthesis of 5,6,7,8-Tetrahydroimidazo[1,2-a]pyridine-2-carboxylic acid

Example 137N-((ls,4s)-4-(5-fluoro-2-(4′-(3-(piperazin-l-yl)propyl)biphenyl-3- yloxyJnicotinamidoJcyclohexylJ-S^^^-tetrahydroimidazo [ 1 ,2-a] pyridine-2- carboxamide To a solution of tert-butyl 4-(3-(3′-(3-((ls,4s)-4-aminocyclohexylcarbamoyl)-5-fluoropyridin- 2-yloxy)biphenyl-4-yl)propyl)piperazine-l-carboxylate (150 mg, 0.24 mmol) in acetonitrile (2 mL) was added 5,6,7,8-tetrahydroimidazo[l,2-a]pyridine-2-carboxylic acid (39.5 mg, 0.24 mmol) and triethylamine (0.331 mL, 2.37 mmol). 1-Propanephosphonic acid cyclic anhydride, 1.57M solution in THF (0.159 mL, 0.25 mmol) was then added and the mixture stirred at RT for 1 h. The mixture was poured into sat NaHCO3 (aq) and the organics extracted into EtOAc (x2). The extractions were combined, dried (MgSO4) and evaporated to give a residue. This was dissolved in DCM (2 mL) to which TFA (2 mL) was added and the mixture stirred at RT for 20 min. The solvents were removed in vacuo and the residue dissolved in methanol and purified using reverse phase preparative chromatography using eluent = TFA(aq)/MeOH. The appropriate fractions were combined and evaporated to give a residue which on trituration with ether gave a solid. The solid was dried overnight under vacuum at 400C to give the title compound. Yield: 42 mg1H NMR (400 MHz, CD3OD) d 8.42 (d, J= 6.9 Hz, IH), 8.10 – 8.06 (m, 2H), 7.74 (s, IH), 7.53 (d, J= 8.2 Hz, 2H), 7.50 – 7.46 (m, 2H), 7.41 – 7.39 (m, IH), 7.28 (d, J= 8.2 Hz, 2H), 7.16 – 7.12 (m, IH), 4.15 – 4.08 (m, 3H), 3.98 – 3.91 (m, IH), 3.40 (t, J= 5.4 Hz, 4H), 3.21 – 3.16 (m, 4H), 2.97 – 2.89 (m, 4H), 2.72 (t, J= 7.4 Hz, 2H), 2.07 – 1.96 (m, 6H), 1.92 – 1.80 (m, 6H), 1.75 – 1.66 (m, 2H). MS: [M+H]+=680 (calc=680) (MultiMode+)

The synthetic route of 917364-11-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/144494; (2009); 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. 59608-01-4, name is 3-(Pyridin-3-yl)propiolic acid, molecular formula is C8H5NO2, 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. Computed Properties of C8H5NO2

To a solution of D-2 (0.5 g, 3.4 mmol) in CH2CI2 (50mL) at 0C, Oxalyl chloride (0,86 g, 6.8 mmol) and 2 drops of DMF were added. The mixture was stirred at reflux over night. The solvent was removed to yield a light yellow oil.

With the rapid development of chemical substances, we look forward to future research findings about 59608-01-4.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2008/14311; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 5468-71-3, 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 5468-71-3, name is 3,5-Dichloropicolinamide. This compound has unique chemical properties. The synthetic route is as follows.

Example 1Preparation of 6-chloro-1-isopropyl-1H-imidazo[4,5-b]pyridin-2-ol; Example 1(a) 5-chloro-3-(isopropylamino)picolinamide: 3,5-Dichloropicolinamide (50 mg, 0.26 mmol, 1.0 equiv) and isopropylamine (225 uL, 2.6 mmol, 1.0 equiv) were combined in a microwave vial equipped with a stirbar, sealed and heated to 200 C. for 30 min. The mixture was then dissolved in dichloromethane and loaded onto a Biotage caplet. Purification by silica gel MPLC (13%-68% Et2O/Hexanes) provided the desired compound as a white solid (31 mg, 56%). m/z=214.1 [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 5468-71-3, 3,5-Dichloropicolinamide.

Reference:
Patent; Collibee, Scott; Lu, Pu-Ping; Ashcraft, Luke W.; Browne, William F.; Garard, Marc Andrew; Morgan, Bradley P.; Morgans, David J.; Bergnes, Gustave; Muci, Alex; US2008/242695; (2008); 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. 98139-15-2, name is 4-Aminopicolinonitrile, molecular formula is C6H5N3, 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. COA of Formula: C6H5N3

l-methyl-4-[(3-methyloxetan-3-yl)sulfamoyl]-lH-pyrrole-2-carboxylic acid (200 mg, (0182) 0.729 mmol) was dissolved in DMF (1.7 mL) and triethylamine (0.41 mL, 2.9 mmol) and HATU (360 mg, 0.95 mmol) were added. After 10 minutes 4-aminopyridine-2-carbonitrile (174 mg, 1.46 mmol) was added. The reaction mixture was stirred at room temperature for 1 hour and heated at 65C for 42 hours. The mixture was poured into water (50 mL) and the organics were extracted with ethyl acetate (3 x 40 mL). The combined organic layers were dried (Na2S04) and concentrated to dryness. The residue was purified using silica gel column chromatography (ethyl acetate in heptane from 0 to 100%) followed by prep. HPLC (Stationary phase: RP SunFire Prep C18 OBD-IotaOmicronmuiotaeta, 30 x 150mm), Mobile phase: 0.5% NH4OAc solution in water + 10% CH3CN, MeOH), resulting in compound 1 (4.6 mg). 1H NMR (400 MHz, DMSO-d6) delta ppm 1.54 (s, 3 H), 3.94 (s, 3 H), 4.14 (d, J=6.4 Hz, 2 H), 4.60 (d, J=5.9 Hz, 2 H), 7.43 (s, 1 H), 7.66 (d, J=1.3 Hz, 1 H), 7.86 – 8.12 (m, 2 H), 8.26 (d, J=2.0 Hz, 1 H), 8.60 (d, J=5.7 Hz, 1 H), 10.68 (br. s., 1 H). Method A; Rt: 1.22 min. m/z : 374.0 (M-H)~ Exact mass: 375.1.

With the rapid development of chemical substances, we look forward to future research findings about 98139-15-2.

Reference:
Patent; JANSSEN SCIENCES IRELAND UC; VANDYCK, Koen; HACHE, Geerwin Yvonne Paul; LAST, Stefaan Julien; ROMBOUTS, Geert; VERSCHUEREN, Wim Gaston; RABOISSON, Pierre Jean-Marie Bernard; WO2015/118057; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem