Tag: M.W:200-300

Electric Literature of 144657-66-9 , The common heterocyclic compound, 144657-66-9, name is tert-Butyl 3-formyl-1H-pyrrolo[2,3-b]pyridine-1-carboxylate, molecular formula is C13H14N2O3, 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.

To a solution of isopropylamine (0.52 mL , 6.09 mmol) was added l-(tert- butoxycarbonyl)-3-formyl-7-azaindole (1.50 g, 6.09 mmol) in 10 mL MeOH. The solution was stirred at ambient temperature for 2h. Sodium borohydride (576 mg, 15.2 mmol) was added, and the reaction mixture was stirred for 16h at ambient temperature. The mixture was concentrated and partitioned between 10% K2CO3 and ether. The organics were washed with water and brine, then dried over Na2S04, filtered and concentrated. The crude product was carried on to the next step. LCMS [M+H]+ = 190.2.

The synthetic route of 144657-66-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; STACHEL, Shawn, J.; EGBERTSON, Melissa; BRNARDIC, Edward; JONES, Kristen; SANDERS, John, M.; HENZE, Darrell, A.; WO2013/176970; (2013); 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. 179687-79-7, name is 2-((2-Chloro-4-nitrophenoxy)methyl)pyridine. A new synthetic method of this compound is introduced below., HPLC of Formula: C12H9ClN2O3

The above product (13.2 g, 0.05 mol), iron powder (11.2 g, 0.2 mol) and 12 M HCl (4 mL, 0.05 mol) were added into 90% EtOH/H2O (200 mL) and the reaction mixture was stirred at 70 C for 1 h. The dark solution was filtered through a Celite pad. The filtrate was concentrated and the residual was dissolved in CH2Cl2 (200 mL). The organic layer was washed twice with water, and dried over anhydrous Na2SO4. The solvent was removed under reduced pressure to give 26 (10.9 g, 93%) as a light-yellow solid. Mp 90.9-91.8 C; MS-EI (m/z): 93, 142, 199, 234(M+); 1H NMR (DMSO-d6, delta): 4.95(s, 2H), 5.07(s, 2H), 6.45(dd, 1H), 6.65(d, 1H), 6.90(d, 1H), 7.35(t, 1H), 7.55(d, 1H), 7.85(t, 1H), 8.55(d, 1H).

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, 179687-79-7, 2-((2-Chloro-4-nitrophenoxy)methyl)pyridine.

Reference:
Article; Mao, Yongjun; Zhu, Wenxiu; Kong, Xiaoguang; Wang, Zhen; Xie, Hua; Ding, Jian; Terrett, Nicholas Kenneth; Shen, Jingkang; Bioorganic and Medicinal Chemistry; vol. 21; 11; (2013); p. 3090 – 3104;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 946002-90-0, (S)-1-(5-Bromopyridin-2-yl)pyrrolidin-3-ol, 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, 946002-90-0, blongs to pyridine-derivatives compound. Safety of (S)-1-(5-Bromopyridin-2-yl)pyrrolidin-3-ol

Azodicarboxylate dipiperidide (11.7 g, 45.4 mmol) was added to a sol. of (S)-1-(5-bromo-pyridin-2-yl)-pyrrolidin-3-ol (8.82 g, 36.3 mmol) and 2,6-dichloro-p-cresol (7.37 g, 40.0 mmol) in toluene (200 mL). The mixture was degassed with nitrogen for 5 min, and PBu3 (85%, 15.8 mL, 46.2 mmol) was added. The mixture was heated rapidly to 100 C., and stirred at this temperature for 2 h. The mixture was allowed to cool to rt, and was diluted with heptane (200 mL). The mixture was filtered, and the filtrate was evaporated under reduced pressure. Purification of the residue by FC (EtOAc/heptane 1:7) yielded a crude title compound that was diluted with CH2Cl2. This mixture was washed with aq. 1M NaOH. The org. layer was dried over MgSO4, filtered, and the solvents were removed under reduced pressure. Drying the residue under high vacuum yielded the pure title compound (13.5 g, 93%). LC-MS: tR=0.92 min; ES+: 402.98.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,946002-90-0, its application will become more common.

Reference:
Patent; Actelion Pharmaceuticals Ltd.; US2009/62342; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 69045-83-6, Adding some certain compound to certain chemical reactions, such as: 69045-83-6, name is 2,3-Dichloro-5-(trichloromethyl)pyridine,molecular formula is C6H2Cl5N, 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 69045-83-6.

500 g (3.08 mol) of 2-chloro-5-chloromethylpyridine (molecular weight: 162 g / mol) and 50 g (10% by weight) of copper oxide were charged into a 1 L four-necked flask equipped with a thermometer, a condenser and a mechanical stir And heated to 275 C, and then chlorinated by passing Cl 2 into the above solution, and the reaction was carried out for 60 hours to obtain 562 g (2.12 mol) of 2,3-dichloro-5-trichloromethylpyridine. A solution of 562 g (2.12 mol) of 2,3-dichloro-5-trichloromethylpyridine was heated to 70 C and added with 5 g of catalyst antimony pentachloride followed by 210 g (10.5 mol) of hydrogen fluoride at 200 C, 8.5 MPa pressure for 30 hours to give 421 g (1.95 mol) of 2,3-dichloro-5-trifluoromethylpyridine in a yield of 63.2% from 2-chloro-5-chloromethylpyridine,

According to the analysis of related databases, 69045-83-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LI, BO; YU, JIANHAN; (5 pag.)CN104557683; (2016); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 54232-43-8, 6-Bromo-5-methoxypicolinic 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, 54232-43-8, blongs to pyridine-derivatives compound. Safety of 6-Bromo-5-methoxypicolinic acid

4.87 g (21 mmol) 6-Bromo-5-methoxy-pyridine-2-carboxylic acid and 4.17 g (25.2 mmol, 1.2 eq) CDI are suspended in 54 ml Me-THF and heated to 50 C. After stirring for 3.5 h at this temperature the mixture is cooled to 0 C. in an ice bath and 3.39 ml (24.2, 1.15 eq) triethyl-amine is added. After that 6.1 g (23.1 mmol, 1.1 eq) of (S)-3-Amino-3-(2-chloro-phenyl)-propionic acid ethyl ester are added within 20 minutes and the resulting mixture is allowed to reach RT and stirred overnight.50 ml water is added, the phases are separated and the organic phase is washed several times with 50 ml of saturated NaHCO3 solution followed by 50 ml of 1N HCl solution. The organic phase is evaporated in vacuo and 8.43 g of product are obtained. Yield: 89%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,54232-43-8, its application will become more common.

Reference:
Patent; SANOFI; US2012/252809; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 129013-83-8, 3-(4-Bromophenyl)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, Recommanded Product: 129013-83-8, blongs to pyridine-derivatives compound. Recommanded Product: 129013-83-8

A mixture of the boronate from Step 1,3-(4-bromophenyl)pyridine from Step 2 (1.5 eq), [1,1′-bis (diphenylphosphino)ferrocene]dichloropalladium(II) (0.05 eq) and 2M aqueous sodium carbonate (5 eq) in N,N-dimethylformamide (7 ml/mmol) was stirred at 85 C. for 1 hour. After cooling, the mixture was partitioned between ethyl acetate and water. The crude product from the organic phase was chromatographed on silica gel eluting with a 7:3 mixture of ethyl acetate and methylene chloride to afford the N-Isopropyl-1-{3-[4-(pyridin-3-yl)phenyl]phenyl}-1,4-dihydro[1,8]naphthyridin-4-one-3-carboxamide compound as a solid. 1H NMR (CDCl3) delta 1.30 (d, 6H), 4.25 (m, 1H), 7.35 (m, 1H), 7.39-7.48 (m, 2H), 7.60-7.75 (m, 6H), 7.80 (d, 1H), 7.90 (d, 1H), 8.58 (d, 1H), 8.70 (m, 1H), 8.82 (d, 1H), 8.88 (s, 1H), 9.08 (s, 1H), 9.68 (br, NH).

The synthetic route of 129013-83-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Albaneze-Walker, Jennifer; Ceglia, Scott; Murry, Jerry Anthony; Soheili, Arash; US2004/102472; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 89282-03-1, 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 89282-03-1, name is 3-Iodopyridin-4-ol. This compound has unique chemical properties. The synthetic route is as follows.

Step 2. 4-chloro-3-iodopyridine (47)[00371] A stirred solution under nitrogen of 46 (2.00 g, 9.05 mmol) in POCl3 (20 ml) was heated to reflux for four hours, then rt. The reaction mixture was poured slowly into ice and the pH was adjusted to 10-1 1 with an aqueous solution of ammonium hydroxide. The aqueous layer was extracted twice with dichloromethane.The combined organic layer was washed with brine, dried over anhydrous Na2SC^, filtered and concentrated to afford the title compound 47 (1.27 g, 5.30 mmol, 58%) as a brown solid. MS: 239.9 (M+l).

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 89282-03-1, 3-Iodopyridin-4-ol.

Reference:
Patent; METHYLGENE, INC.; RAEPPEL, Stephane; SAAVEDRA, Oscar; CLARIDGE, Stephen; VAISBURG, Arkadii; GAUDETTE, Frederic; ISAKOVIC, Ljubomir; DEZIEL, Robert; WO2008/46216; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 84487-15-0, 2-Bromo-5-nitropyridin-4-amine, 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, 84487-15-0, blongs to pyridine-derivatives compound. SDS of cas: 84487-15-0

Step 2. Methyl 3- [ (4-amino-5-nitro-2-pyridinyl) oxy] benzoate Under nitrogen, to a solution of 2-bromo-5-nitro-4-pyridinamine (3.67g, 16.8 mmol) and methyl 3-hydroxybenzoate (2.82 g, 18.5 mmol) in DMF (100 mL), was added NaH (810 mg, 60% suspension, 20.2 mmol). 5 min later, the reaction mixture was heated to 65 C. The reaction mixture was concentrated, taken up in EtOAC, washed with NaOH solution (1. ON), saturated NH4C1 solution and brine, dried over Na2S04, filtered and concentrated to afford the title compound, which was used directly to next step without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,84487-15-0, its application will become more common.

Reference:
Patent; GLAXO GROUP LIMITED; WO2005/37197; (2005); A2;,
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. 186203-81-6, name is tert-Butyl hexahydro-1H-pyrrolo[3,4-b]pyridine-6(2H)-carboxylate. A new synthetic method of this compound is introduced below., Quality Control of tert-Butyl hexahydro-1H-pyrrolo[3,4-b]pyridine-6(2H)-carboxylate

Step a. To a solution of 2-bromo-5-phenylthiazole (CAS Number 133311-51-0; 0.158 g, 0.660 mmol) in toluene (5 ml) was added tert-butyl octahydro-6H-pyrrolo[3,4-b]pyridine-6-carboxylate (CAS Number 186203-81-6; 0.150 g, 0.660 mmol) at rt. Sodium tert-butoxide (0.120 g, 1.30 mmol) was added to the reaction mixture at rt. The resulting reaction mixture was degassed for 15 min and then treated with Pd2(dba)3 (0.030 g, 0.033 mmol) and Cy-JohnPhos (0.011 g, 0.033 mmol). The resulting reaction mixture was heated at 110C for 16 h then cooled to rt and poured into water (50 ml). The obtained mixture was extracted with EtOAc (3 x 20 ml). The combined organic phase was dried over Na2S04, filtered and concentrated under reduced pressure. The residue was purified by flash chromatography (2% MeOH in DCM) yielding tert-butyl l-(5-phenylthiazol-2-yl)octahydro-6H- pyrrolo[3,4-b]pyridine-6-carboxylate (0.163 g, 0.422 mmol). LCMS: Method C, 2.766 min, MS: ES+ 386.38.

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, 186203-81-6, tert-Butyl hexahydro-1H-pyrrolo[3,4-b]pyridine-6(2H)-carboxylate.

Reference:
Patent; MISSION THERAPEUTICS LIMITED; STOCKLEY, Martin Lee; KEMP, Mark Ian; MADIN, Andrew; (88 pag.)WO2018/60742; (2018); 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 103058-87-3, name is 5-Bromo-2-methoxynicotinaldehyde. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 103058-87-3

Example 22i 5-Bromo-3-(difluoromethyl)-2-methoxypyridine To 5-bromo-2-methoxynicotinaldehyde (5 g, 23 mmol) in dry CH2Cl2 (100 mL) at 0 C. under argon was diethylaminosulphur trifluoride (3.69 mL, 30.1 mmol) added over 1 min. The reaction mixture was stirred for three days while the reaction warmed to r.t. The reaction was quenched by the addition of sat. aqueous sodium bicarbonate solution. The reaction mixture was combined with another reaction based on 5-bromo-2-methoxynicotinaldehyde (100 mg, 0.46 mmol) prior to workup. The phases were separated and the water phase was further extracted with CH2Cl2 (x 3). The organic layers were pooled, dried (Na2SO4), filtered and concentrated to give the title compound (5.71 g, quant. yield): 1H NMR (400 MHz, DMSO-d6) delta ppm 3.94 (s, 3H), 7.04 (t, 1 H), 8.10-8.16 (m, 1H), 8.48 (m, 1H); MS (ES+) m/z 238 [M+H]+.

With the rapid development of chemical substances, we look forward to future research findings about 103058-87-3.

Reference:
Patent; ASTRAZENECA AB; US2012/165346; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem