Category: pyridine-derivatives

Related Products of 183208-35-7, Adding some certain compound to certain chemical reactions, such as: 183208-35-7, name is 5-Bromo-1H-pyrrolo[2,3-b]pyridine,molecular formula is C7H5BrN2, 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 183208-35-7.

Preparative Example 6 Step 1: l-(5-bromo-lH-pyrrolo[2,3-b]pyridin-3-yl)ethanone To a soluition of 5-bromo-lH-pyrrolo[2,3-b]pyridine(30 g, 0.15 mol) and aluminium chloride (100 g, 0.75 mol) in dichloromethane (2000 mL) was added dropwise acetyl chloride (102 mL, 1.44 mol) over 1 h under nitrogen atmosphere at 0 C. The reaction mixture was warmed to RT and stirred overnight. Methanol (150 mL) was added dropwise at 0 C, and the resulting mixture was concentrated to dryness in vacuo. The resulting crude was dissolved in ice -water, basified with saturated sodium bicarbonate to pH 4 – 5 and extracted with ethyl acetated (3 x 3000 mL). The combined organic layer were washed with brine, dried over sodium sulfate and concentrated to dryness in vacuo affording crude l-(5-bromo-lH-pyrrolo[2,3-b]pyridin-3-yl)ethanone as a yellow solid (330 g, 93 % after 10 batch repeat) used for the next step without any further purification: lH NMR (DMSO, 400 MHz): delta 12.675 (s, 1H), 8.537-8.543 (d, = 2.4 Hz, 1H), 8.506 (s, 1H), 8.371- 8.377 (d, J = 2.4 Hz, 1H), 2.445 (s, 3H).

According to the analysis of related databases, 183208-35-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; ESTRADA, Anthony; HUESTIS, Malcolm; KELLAR, Terry; PATEL, Snahel; SHORE, Daniel; SIU, Michael; (260 pag.)WO2016/142310; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 83004-10-8, 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.83004-10-8, name is 2-Bromo-6-(bromomethyl)pyridine, molecular formula is C6H5Br2N, molecular weight is 250.92, as common compound, the synthetic route is as follows.

To a solution of 0.855 ml of diisopropylamine in 15 ml of tetrahydrofuran was added 2.26 ml of a hexane solution containing 2.66 M n-butyllithium at O0C, followed by stirring the reaction mixture at 00C for 30 minutes. After cooling down to -78C, a solution of 1.54 g of 1- tert-butyl 4-ethyl piperidine-l,4-dicarboxylate in 5 ml of tetrahydrofuran was added to the reaction mixture, and the resultant mixture was stirred at -78C for 30 minutes. A solution of 1.00 g of 2-bromo-6-(bromomethyl)pyridine in 5 ml of tetrahydrofuran was added to the reaction mixture, followed by stirring the reaction mixture at -78C for 2 hours. To the reaction mixture was added saturated aqueous ammonium chloride solution, followed by extracting with ethyl acetate. The resulting ethyl acetate solution was dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated in vacuo. The resulting residue was purified by a silica gel column chromatography (eluent: hexane/ethyl acetate = 20/1 – 2/1) to give the title compound as a yellow oil.

The chemical industry reduces the impact on the environment during synthesis 83004-10-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; BANYU PHARMACEUTICAL CO., LTD.; WO2009/104802; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 16179-97-8, 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. 16179-97-8, name is 2-(Pyridin-2-yl)acetic acid hydrochloride, molecular formula is C7H8ClNO2, 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.

Example : 8; 8- (2-isobutoxybenzyl)-2- (pyridin-2-ylacetyl)-2, 8-diazaspiro [4.5] decane; Scheme 1; a) tert-butyl 2- (pyridin-2-ylacetyl)-2, 8-diazaspiro [4.5] decane-8-carboxylate; To a solution of tert-butyl 2,8-diazaspiro [4.5] decane-8-carboxylate hydrochloride (800mg, 2. 89mmol, 1 equiv), 2-pyridylacetic acid hydrochloride (500mg, 2. 89mmol, 1 equiv) and triethylamine (1. 2ml, 8. 68mmol, 3 equiv) in dry dichloromethane (12ml), was added 0-(7-azabenzotriazol-1-yl)-N, N, N, N’-tetramethyluronium hexafluorophosphate (1. 1 g, 2.89mmol, 1 equiv). The reaction mixture was stirred at room temperature for 3 hours, then concentrated, and partitioned between ethyl acetate and saturated sodium hydrogen carbonate. The organic layer was isolated, dried (MgS04) and concentrated to give a dark orange oil which was subjected to silica-gel chromatography using a mixture of methanol and dichloromethane (4: 96, v/v) as eluent, to provide the title compound (1.2g, quantitative) as a dark yellow oil. LCMS (Method E): RT = 2.19 minutes; 360 (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 16179-97-8, 2-(Pyridin-2-yl)acetic acid hydrochloride.

Reference:
Patent; ASTRAZENECA AB; WO2005/40167; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 86873-60-1, 5-Chloro-2-picolinic 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-Chloro-2-picolinic acid, blongs to pyridine-derivatives compound. Application In Synthesis of 5-Chloro-2-picolinic acid

To a stirred solution of tert-butyl (l-aminopiperidin-4-yl)carbamate (500 mg, 2.32 mmol, 1.0 equiv) in DMF (05 mL) was added HATU (1763 mg, 4.64 mmol, 2.0 equiv) at RT and stirred for 10 minutes Then 5-chloropicolinic acid (365 rng, 2.32 mmol, 1.0 equiv) was added followed by the addition of DIPEA (1.2 mL, 6.96 mmol, 3.0 equiv). The resulting reaction mixture was allowed to stir at RT for overnight. Product formation was confirmed by LCMS. the reaction mixture was diluted with water (50 mL) and extracted with EtOAc (50 mL c 2). The combined organic layer was washed with water (30mL), brine solution (30 mL x 2), dried over anhydrous sodium sulfate and concentrated under reduced pressure, to obtain tert-butyl (l-(5- chloropicolinamido)piperidin-4-yl)carbamate (500 mg, 60 % Yield) as an off white solid. LCMS 355.1 [M+H]+; i XMR (400 MHz. DMSO-cA) d 9.61 (s, 1 H), 8.66 (d, J=2.19 Hz, 1 H), 8.11 (dd, J==8.33, 2.19 Hz, 1 H), 7.99 id. =8.33 Hz, 1 H), 6.83 (d, ./ 7.02 Hz, 1 H), 3.23 (br. s., 1 H), 2.84 – 3.00 (m, 3 H), 2.62 – 2.84 (m, 2 H), 1 73 (d, J=l 1.40 Hz, 2 H), 1.47 – 1.66 (m, 2 H), 1 38 (s. 9 1 1}

The synthetic route of 86873-60-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PRAXIS BIOTECH LLC; DELGADO OYARZO, Luz Marina; URETA DIAZ, Gonzalo Andres; PUJALA, Brahmam; PANPATIL, Dayanand; BERNALES, Sebastian; CHAKRAVARTY, Sarvajit; (0 pag.)WO2019/236710; (2019); 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. 89466-18-2, name is 6-Bromo-2-methoxypyridin-3-amine. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 6-Bromo-2-methoxypyridin-3-amine

At room temperature, 6-bromo-2-methoxypyridin-3-amine (12.00 g, 59.10 mmol),Acetic anhydride (48.67 g, 466.90 mmol) was terminated at 20 C for 1 h. The reaction solution was added with water (240 ml) and stirred for 1 h. A brown precipitate was precipitated, filtered with suction, and the filter cake was dried.The yield was 9.80 g of brown solid with a yield of 68%.

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, 89466-18-2, 6-Bromo-2-methoxypyridin-3-amine.

Reference:
Patent; Jiangsu Weikaier Pharmaceutical Technology Co., Ltd.; Gong Yanchun; Meng Lei; Guo Qirun; Liu Yongqiang; (65 pag.)CN110642838; (2020); A;,
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. 113975-31-8, name is N-(3-Iodopyridin-2-yl)pivalamide, molecular formula is C10H13IN2O, 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. Application In Synthesis of N-(3-Iodopyridin-2-yl)pivalamide

3-Iodopyridin-2-amine N-(3-iodopyridin-2-yl)pivalamide (13.80 g, 45.36 mmole) was taken up in H2SO4 (24 wt. %, 394 ml) and the mixture was stirred for 60 minutes under reflux. After cooling to RT the mixture was neutralised with 4 N NaOH and solid NaHCO3, the aqueous phase was extracted with DCM (3*200 ml), and the combined organic phases were dried over MgSO4. After filtration, the solvent was removed on a rotary evaporator. 3-iodpyridin-2-amine (9.70 g, 97%) was obtained as a cream-coloured solid.

With the rapid development of chemical substances, we look forward to future research findings about 113975-31-8.

Reference:
Patent; GRUNENTHAL GMBH; US2009/156593; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 796851-03-1, 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. 796851-03-1, name is 2,5-Dichloro-4-iodopyridine, molecular formula is C5H2Cl2IN, 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) A mixture of 2,5-dichloro-4-iodopyridine (0.56 g, 2.04 mmol), 2-amino-N-methyl- 5-(4-methylpiperazin-l-yl)benzamide (0.508 g, 2.04 mmol), 9,9-dimethyl-4,5- bis(diphenylphosphino)xanthene (0.071 g, 0.12 mmol), cesium carbonate (1.332 g, 4.09 mmol) and palladium(II) acetate (0.018 g, 0.08 mmol) was suspended in DMA (15 mL). The mixture was heated at 1000C for 1 hour in a microwave reactor and then allowed to cool to room temperature. The mixture was loaded onto an SCX column and the product eluted first using MeOH and then with a 7M solution of NH3 in MeOH. Fractions containing product were combined and evaporated to afford 2-[(2,5-dichloropyridin-4- yl)amino]-N-methyl-5-(4-methylpiperazin-l-yl)benzamide as a DMA adduct (0.990 g); 1H NMR spectrum: (300 MHz, DMSO) delta 2.23 (3H, s), 2.44 – 2.50 (4H, m), 2.73 (3H, d), 3.16 – 3.21 (4H, m), 6.90 (IH, s), 7.10 – 7.14 (IH, m), 7.20 (IH, d), 7.40 (IH, d), 8.19 (IH, s), 8.58 (IH, d), 9.67 (IH, s); Mass spectrum: m/z (ESI+) (M+H)+ = 394.09.

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 796851-03-1, 2,5-Dichloro-4-iodopyridine.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/153589; (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. 614-18-6, name is Ethyl nicotinate, molecular formula is C8H9NO2, 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. name: Ethyl nicotinate

General procedure: The 0.015 mol of ethyl aromatic esters (8a-s) and 0.02 mol of hydrazine hydrate were dissolved in absolute ethanol or methanol (20 mL) to reflux the reaction mixture for 3-6 h for complete hydrazinolysis of ethyl aromatic esters. The product obtained was isolated after cooling as a white or yellow solid and recrystallized from ethanol or methanol.

With the rapid development of chemical substances, we look forward to future research findings about 614-18-6.

Reference:
Article; More, Uttam A.; Joshi, Shrinivas D.; Aminabhavi, Tejraj M.; Gadad, Andanappa K.; Nadagouda, Mallikarjuna N.; Kulkarni, Venkatrao H.; European Journal of Medicinal Chemistry; vol. 71; (2014); p. 199 – 218;,
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. 100-26-5, name is 2,5-Pyridinedicarboxylic acid, the common compound, a new synthetic route is introduced below. SDS of cas: 100-26-5

To a suspension of pyridine-2,5-dicarboxylic acid (20 g, 120 mmol) in dichloromethane (396 mL) and DMF (6.6 mL) was added oxalyl chloride (60.96 g, 480 mmol) dropwise over 20 minutes. After 16 hours at ambient temperature, the reaction mixture was concentrated in vacuo and the residue azeotroped with toluene. The residue was taken up in cold (00C) methanol (276 mL) and stirred for 15 minutes. The resultant solution was concentrated in vacuo and the residue taken up in ethyl acetate. The mixture was washed with a saturated aqueous solution of sodium bicarbonate, water and brine. A portion of the product was collected as a white precipitate. The organic phase was isolated, dried (Na2SO4), filtered and concentrated in vacuo to afford the title compound as a white solid (combined material obtained : 22.93 g, 98%). LCMS (method B): Rx = 2.48 min, [M+H]+ = 196.

The synthetic route of 100-26-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GENENTECH, INC.; WO2009/85983; (2009); 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 62774-90-7, name is 2,6-Dichloro-4-methylnicotinic acid. This compound has unique chemical properties. The synthetic route is as follows. Formula: C7H5Cl2NO2

tert-Butyl 2, 6-dichloro-4-methylnicotinate: To a solution of 2,6-dichloro-4-methylnicotinic acid (1.00 g, 4.85 mmol, 1 equiv) in tert-butyl acetate (24 mL) wasadded 70% perchioric acid (0.88 mL, 14.56 mmol, 3 equiv). After 1 h, reaction was diluted with DCM, washed cautiously with saturated aqueous sodium bicarbonate solution, dried (Na2SO4), and concentrated in vacuo to provide the product (1.21 g, 95%) as a pale yellow oil.1H NMR (400 MHz, CDC13) oe 7.15 (s, 1H), 2.37 (d, J0.5 Hz, 3H), 1.62 (s, 9H); LCMS (ESI, M+1): 262.1.

With the rapid development of chemical substances, we look forward to future research findings about 62774-90-7.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; NAIDU, B. Narasimhulu; CONNOLLY, Timothy P.; EASTMAN, Kyle J.; (60 pag.)WO2016/33009; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem