Tag: M.W:200-300

Synthetic Route of 890302-02-0, 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 890302-02-0, name is 2-amino-6-(Trifluoromethyl)nicotinic acid. This compound has unique chemical properties. The synthetic route is as follows.

difluorophenyl)propanoic acid (0.731 g, 2.426 mmol) in DCM (32 mL) was added N- methylmorpholine (0.670 mL, 6.06 mmol) followed by isobutyl chloroformate (0.640 mL, 4.85 mmol). The reaction was then cooled to -20 C (IPA/dry ice) and 2-amino-6- (trifluoromethyl)nicotinic acid (0.50 g, 2.43 mmol) was added. The reaction slurry was allowed to slowly warm to ambient temperature overnight as bath thawed for 18 h. The reaction was heated to reflux for 2 h. Upon cooling to ambient temperature, the reaction was filtered. The filtrate was diluted with EtOAc. The organic layer was washed with saturated sodium bicarbonate, brine, dried (Na2S04) and concentrated in vacuo. The crude product was triturated with hexanes and filtered to give the product which was a mixture due to some racemization as an orange solid (0.41 g, used as is). NMR (500 MHz, CDC ) delta 8.80 – 8.75 (m, 1H), 7.95 – 7.89 (m, 1H), 6.74 – 6.71 (m, 3H), 5.52 – 5.44 (m, 1H), 5.08 – 5.01 (m, 1H), 3.44 – 3.37 (m, 1H), 3.19 – 3.15 (m, 1H), 1.47 – 1.44 (m, 9H)

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 890302-02-0, 2-amino-6-(Trifluoromethyl)nicotinic acid.

Reference:
Patent; VIIV HEALTHCARE UK (NO.5) LIMITED; BABU, Suresh; BELEMA, Makonen; BENDER, John A; IWUAGWU, Christiana; KADOW, John F.; KUMARAVEL, Selvakumar; NAGALAKSHMI, Pulicharla; NAIDU, B. Narasimhulu; PATEL, Manoj; PEESE, Kevin M; RAJAMANI, Ramkumar; SAULNIER, Mark; WANG, Alan Xiangdong; (536 pag.)WO2018/203235; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 53937-02-3, 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 53937-02-3, name is 4-Benzyloxy-2-(1H)-pyridone. This compound has unique chemical properties. The synthetic route is as follows.

Example 2Preparation of 4-(Benzyloxy)-l-(l-(2-morpholinoethyl)-li/-indazol-5-yl)pyridin-2(liJ)- one hydrochloridea) 4-(Benzyloxy)- 1 -(3 -methyl-4-nitrophenyl)pyridin-2( Ii7)-one; Chemical Formula: C19H16N2O4Exact Mass: 336.11 Molecular Weight: 336.34[0083] To a solution of 5-fluoro-2-mtrotoluene (1.00 g, 6.44 mmol) in DMF (6.5 mL) was added 4-benzyloxy-pyridin-2(lH)-one (1 11 g, 5.55 mmol) and Na2CO3 (0.588 g, 5.55 mmol). After stirring at 12O0C for 56 hours, the reaction mixture was cooled, and the solids were collected by filtration and washed with EtOAc (100 ml) and H2O (100 mL). The solids were triturated with hot H2O (50 mL) and then washed with Et2O (50 mL) to yield the title compound (0.94 g, 50%) as a light yellow solid: 1H NMR (500 MHz, DMSO-^6) delta 8.08 (d, J= 8.5 Hz, IH), 7.64 (d, J= 8.5 Hz, IH), 7.58 (d, J= 2.0 Hz, IH), 7.50 (dd, J = 9.0, 2.5 Hz, IH), 7.47-7.37 (m, 5H), 6.16 (dd, J = 8.0, 3.0 Hz, IH), 6.01 (d, J= 2.5 Hz, IH), 5 15 (s, 2H), 2.55 (s, 3H); ESI MS m/z 337 [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 53937-02-3, 4-Benzyloxy-2-(1H)-pyridone.

Reference:
Patent; AMR TECHNOLOGY, INC.; WO2008/86404; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 59786-31-1, name is Methyl 3-bromoisonicotinate. A new synthetic method of this compound is introduced below., Application In Synthesis of Methyl 3-bromoisonicotinate

Example 55 Synthesis of (S)-N-(2-(2-cyano-4,4-difluoropyrrolidin-1-yl)-2-oxoethyl)-3-(5-methylfuran-2-yl)isonicotinamide Compound 106a. To a stirred solution methyl 3-bromoisonicotinate (0.300 g, 1.4 mmol, 1.0 equiv) in Dioxan (5 mL) and water (5 mL), was added (5-methylfuran-2-yl)boronic acid (0.212 g, 1.68 mmol, 1.2 equiv), Na2CO3 (0.297 g, 2.8 mmol, 2.0 equiv) and aerated the reaction mixture with nitrogen for 15 min and added Dichlorobis(triphenylphosphine)palladium(II) (0.098 g, 0.14 mmol, 0.1 equiv). Aerated the reaction mixture again with nitrogen for 15 min. The mixture was allowed to stir at 100 C. for 2 h. Product formation was confirmed by LCMS. The reaction mixture was diluted with water (50 mL) and washed with ethyl acetate (20 mL*2). Aqueous layer was separated and freeze dried over lyophilizer to obtain 3-(5-methylfuran-2-yl)isonicotinic acid (0.250 g).

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, 59786-31-1, Methyl 3-bromoisonicotinate.

Reference:
Patent; Praxis Biotech LLC; ALFARO, Jennifer; BELMAR, Sebastian; BERNALES, Sebastian; PUJALA, Brahmam; PANPATIL, Dayanand; BHATT, Bhawana; US2019/185451; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 916325-85-4 , The common heterocyclic compound, 916325-85-4, name is 5-Bromo-1H-pyrazolo[3,4-b]pyridine-3-carboxylic acid, molecular formula is C7H4BrN3O2, 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.

Compound Ic (1.0 g, 4.13 mrnol) and 3-(t°7?-butyl-dimethyl-si]anyloxymethyl)- benzene-l,2-diamine Compound 6a (1.05 g, 4.17 mmol), HATU (1.58 g, 4.16 mmol) EPO and DIPEA (2.5 mL, 35.9 mmol) in DMF (50 mL) was stirred at room temperature overnight. The solvent was removed and the residue was dissolved in ethyl acetate (100 mL), then sequentially washed with hydrochloric acid (20 mL, IM), water (30 mL x 3) and brine (20 mL). The organic solution was evaporated to dryness, in vacuo and purified by silica gel chromatography (10% to 50% of ethyl acetate in hexanes) to yield 5-bromo-lH-pyrazolo[3,4-b]pyridine-3-carboxylic acid [2-amino-3-(tert-butyl- dimethyl-silanyloxymethyl)-phenyl]-amide Compound 6b (1.21g, 61% yield) as a yellow powder. 1H NMR (300 MHz, CDCl3) delta 8.91 (d, IH, J = 2.1 Hz), 8.73 (s, IH), 8.67 (d, IH, 7 = 2.1 Hz), 7.47 (d, IH, 7 = 7.2 Hz), 7.01 (d, IH, 7 = 7.2 Hz), 6.83 (t, IH, J = 7.2 Hz), 4.78 (s, 2H), 0.95 (s, 9H), 0.11 (s, 6H); MS (ESI) m/z: 477 (M+H+).

The synthetic route of 916325-85-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA, N.V.; WO2006/130673; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 65001-21-0, 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 65001-21-0, name is 5-Bromopyridine-3-sulfonyl chloride. This compound has unique chemical properties. The synthetic route is as follows.

A solution of 5-bromopyridine-3-sulfonyl chloride (3.5 g, 14 mmol) (described in the synthesis of Example 170) and glycine ethylester (2.1 g, 20 mmol), diisopropyl ethyl amine (2.6 g, 20 mmol) in THF (70 mL) was stirred at room temperature for 16 h. The reaction mixture was partitioned between saturated aqueous sodium chloride and ethyl acetate. The organic solution was separated, dried and evaporated under reduced pressure. The residue was purified using flash column chromatography using ethyl acetate/hexanes as eluent to obtain ethyl 2-(5- bromopyridine-3-sulfonamido)acetate (600 mg, 14 %). LCMS Method I: retention time 1.31min; [M+l] = 323,325.

According to the analysis of related databases, 65001-21-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; JOHNSON, James A.; LLOYD, John; FINLAY, Heather; JIANG, Ji; NEELS, James; DHONDI, Naveen Kumar; GUNAGA, Prashantha; BANERJEE, Abhisek; ADISECHAN, Ashokkumar; WO2011/28741; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 53937-02-3, 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. 53937-02-3, name is 4-Benzyloxy-2-(1H)-pyridone, molecular formula is C12H11NO2, 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.

2a 4-Benzyloxy-1 -[2-(4-hydroxymethyl-phenyl)-ethyl]-1 /-/-pyridin-2-oneA mixture of 13.0 g (64.6 mmol) 4-benzyloxy-1 /-/-pyridin-2-one, 23.7 g (90.4 mmol) [4-(2-iodo- ethyl)-phenyl]-methanol (preparation 1 b) and 63.1 g (194 mmol) cesium carbonate in 55 mL of DMF is stirred overnight at RT. The reaction mixture is heated to 700C, filtered through a pad of celite which is washed with hot DMF. The solvent is removed almost completely. After cooling to RT, MeOH is added, the precipitate is filtered, washed with EtOAc and water and is dried in vacuo at 400C (fraction A). MeOH is removed in vacuo, the residue is redissolved in DMF and purified by reverse HPLC (Zorbax stable bond, C18; water (0.1 % formic acid)/acetonitrile 95:5 to 10:90) to give fraction B, which is combined with fraction A. Yield: 10.0 g (46% of theory) ESI Mass spectrum: [M+H]+ = 336 Retention time HPLC: 3.5 min (method A).

According to the analysis of related databases, 53937-02-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH & CO. KG; WO2008/22979; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 888721-65-1 ,Some common heterocyclic compound, 888721-65-1, molecular formula is C13H10FNO3, 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.

EXAMPLE 48 N-(4-(6-Amino-1-methyl-1H-indazol-5-yloxy)-3-fluorophenyl)-1-(4-fluorophenyl)-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxamide methanesulfonate To a 10 mL screw-cap vial is added 5-(4-amino-2-fluorophenoxy)-N-benzhydryl-1-methyl-1H-indazol-6-amine (91 mg, 208 mumol), 1-(4-fluorophenyl)-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxylic acid (66.7 mg, 269.78 mumol), EDCI (90.9 mg, 466.9 mumol) and HOBt (47.7 mg, 311.3 mumol) followed by DMF (2 mL, 25.9 mmol). To the mixture is added DIPEA (90.5 muL, 518.8 mumol) and the mixture is stirred at RT for 12 hours. Additional EDCI (50 mg), HOBt (25 mg), DIPEA (0.02 mL), and 1-(4-fluorophenyl)-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxylic acid (40 mg) are added and the mixture is stirred for an additional 24 hours. The reaction is diluted into EtOAc (100 mL) and washed with saturated aqueous sodium chloride (3*25 mL). The combined aqueous solution is extracted with EtOAc (1*25 mL). The combined organic (100 mL) and washed with saturated aqueous sodium chloride (3*25 mL). The combined aqueous solution is extracted with EtOAc (1*25 mL). The combined organic solution is dried over Na2SO4, filtered, and concentrated to dryness. The residue is purified on a silica gel column eluding with DCM (A) and a 10% MeOH in DCM solution (B), gradient from 100% (A) to 90%(A): 10%(B) over 60 min to give a clear wax material as the desired product (114 mg, 82% yield). MS (m/z) 667.8 (M+H).

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. 888721-65-1, 1-(4-Fluorophenyl)-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; LI, Tiechao; POBANZ, Mark Andrew; SHIH, Chuan; WU, Zhipei; YANG, Wei Jennifer; ZHONG, Boyu; US2010/22529; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 95897-49-7, 7-Bromo-2,3-dihydro-[1,4]dioxino[2,3-b]pyridine, 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, 95897-49-7, blongs to pyridine-derivatives compound. Computed Properties of C7H6BrNO2

Example 50 : 4-(6-((2, 3-dihydro- [1,4] dioxino [2,3-b] pyridin-7-yl)amino)pyridin-3-yl)- N,N-dimethylbenzamide [0531] The title compound was prepared as described in Example 25, starting from 4-(6- amino-3-pyridyl)-N,N-dimethyl-benzamide and 7-bromo-2,3-dihydro-[1,4]dioxino[2,3-b]pyridine and heating at 80 C for 2 days, to give the product as a solid (29 mg, 23%). NMR (500 MHz, DMSO-rie) d ppm 2.93 – 3.02 (m, 6 H), 4.24 (dt, J=3.78, 2.21Hz, 2 H), 4.35 (dt, J=3.78, 2.21Hz, 2 H), 6.87 (d, J=8.57 Hz, 1H), 7.46 – 7.48 (m, 2 H), 7.68 – 7.71 (m, 2 H), 7.87 (d, J=2.52 Hz, 1H), 7.92 – 7.96 (m, 2 H), 8.52 (d, J=2.2l Hz, 1H), 9.21 (s, 1H). MS ES+ m/z 377 [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,95897-49-7, its application will become more common.

Reference:
Patent; PETRA PHARMA CORPORATION; LINDSTROeM, Johan; PERSSON, Lars Boukharta; VIKLUND, Jenny; KESICKI, Edward A.; HICKEY, Eugene R.; DAHLGREN, Markus K.; GERASYUTO, Aleksey I.; (450 pag.)WO2019/126731; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1083181-26-3 , The common heterocyclic compound, 1083181-26-3, name is 3-Iodo-1H-pyrrolo[3,2-b]pyridine, molecular formula is C7H5IN2, 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.

Sodium hydride (140 mg, 60% dispersion in mineral oil) was added to a solution of 3-iodo-1H-pyrrolo[3,2-b]pyridine (Intermediate 1), (700 mg) in dimethyl acetamide (7 mL) at 0 C. The RM was allowed to warm to rt and was stirred for 30 min. To which, was added 4-fluoro-4′-methyl-1,1′-biphenyl (Intermediate 71), (840 mg) and the reaction mixture stirred for a further 1 h. The reaction was quenched with water (20 mL) and extracted with EtOAc (3*20 mL). The organic phases were combined, dried (Na2SO4), filtered, and evaporated under vacuum. The crude product was purified by column chromatography (silica), eluting with 20:80 EtOAc/hexanes to afford the title compound (700 mg). LCMS: m/z 429.04 [M+H]+. 1H NMR (400 MHz, DMSO-d6) ppm 5.51 (s, 2H), 7.21 (dd, J=8.2, 4.6 Hz, 1H), 7.23-7.30 (m, 2H), 7.35 (d, J=8.2 Hz, 2H), 7.54-7.62 (m, 2H), 7.62-7.69 (m, 2H), 8.00 (dd, J=8.2, 1.2 Hz, 1H), 8.09 (s, 1H), 8.40 (dd, J=4.4, 1.4 Hz, 1H)

The synthetic route of 1083181-26-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Payne, Andrew; Castro Pineiro, Jose Luis; Birch, Louise Michelle; Khan, Afzal; Braunton, Alan James; Kitulagoda, James Edward; Soejima, Motohiro; US2015/94328; (2015); 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. 1380331-36-1, name is Ethyl 7-bromo-[1,2,4]triazolo[1,5-a]pyridine-2-carboxylate, the common compound, a new synthetic route is introduced below. Recommanded Product: 1380331-36-1

b) ethyl-7-(tert-butoxycarbonylamino)-[1,2,4]triazolo[1,5-a]pyridine-2-carboxylate To an argon purged solution of ethyl 7-bromo-[1,2,4]triazolo[1,5-a]pyridine-2-carboxylate (1.76 g, 6.52 mmol) in dioxane (45 ml) are added tert-butyl carbamate (916 mg, 7.82 mmol), tris(dibenzylideneacetone)dipalladium(0) (119 mg, 130 mumol), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (151 mg, 261 mumol) and cesium carbonate (2.97 g, 9.12 mmol). The resulting mixture is heated to 110 C. and stirred for 20 hours. The reaction mixture is loaded on silica and purified by flash chromatography on a 50 g silica column using heptane/ethyl acetate 30-100% as eluent affording ethyl 7-(tert-butoxycarbonylamino)-[1,2,4]triazolo[1,5-a]pyridine-2-carboxylate (1.07 g, 54%) as a light yellow solid. mp.: 220-2 C. MS: m/z=307.3 (M+H+).

The synthetic route of 1380331-36-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Flohr, Alexander; Gobbi, Luca; Groebke Zbinden, Katrin; Koerner, Matthias; Peters, Jens-Uwe; US2012/142665; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem