Category: 800401-68-7

Reference of 800401-68-7, 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.800401-68-7, name is 5-Chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid, molecular formula is C8H5ClN2O2, molecular weight is 196.59, as common compound, the synthetic route is as follows.

Example 69: 5-Chloro-lH-pyrrolo[2,3-c]pyridine-2-carboxylic acid (2-oxo-l,2,3,4-tetrahydro- [1,5] naphthyridin-3-yl)amide; To a solution of 5-chloro-lH-pyrrolo[2,3-c]pyridine-2-carboxylic acid (Preparation 3, 50mg, 0.25mmol), EDCI (60mg, 0.31mmol) and HOBt monohydrate (40mg, 0.26mmol) in DMF (5mL) was added of 3-amino-3,4-dihydro-lH-[l,5]naphthyridin-2-one dihydrochloride (WO 03/074532, 60mg, 0.25mmol) and DIPEA (186muL, 1.07mmol) and the resulting solution stirred for 12h at rt. After concentration in vacuo the residue was partitioned between THF (5OmL) and carbonate buffer (10OmL, pH 10.5). The layers were separated and the aqueous phase extracted with THF (3x50mL). The combined THF fractions were washed with brine (5OmL), dried (MgSO4), filtered and concentrated. Addition of methanol (~2mL) led to the precipitation of the title compound, which was obtained as an off-white solid after filtration, delta? (ds DMSO): 3.23 (IH, dd), 3.38 (IH, dd), 4.95 (IH, m), 7.25 (3H, m), 7.80 (IH, s), 8.14 (IH, m), 8.61 (IH, s), 9.11 (IH, d), 10.50 (IH, s), 12.37 (IH, br s); m/z (ES+) = 342.03 [M-2HC1+H]+; RT = 2.40 min.

The chemical industry reduces the impact on the environment during synthesis 800401-68-7, I believe this compound will play a more active role in future production and life.

Reference:
Patent; PROSIDION LIMITED; WO2006/59164; (2006); 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. 800401-68-7, name is 5-Chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid. A new synthetic method of this compound is introduced below., name: 5-Chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid

To a solution OF 5-CHLORO-LH-PYRROLO [2,3-c] pyridine-2-carboxylic acid (Preparation 18,2. 00g, 10. 2MMOL) IN DMF (SOML) was added L-phenylalanine ethyl ester hydrochloride (2.45g, 10. 7mmol), HOBt (1.37g, 10. 2MMOL) and DIPEA (5.3mL, 30. 5MMOL). After 5MIN, EDCI (2.54g, 13.2mmol) was added and the reaction mixture stirred at rt for 16h. The solvent was removed in vacuo and the solid dissolved in ethyl acetate (150ML) and washed with water (200mL). The organic phase was dried (MGS04), concentrated in vacuo and purified by chromatography on silica gel eluting with METHANOL/DICHLOROMETHANE (3: 97) to give the title compound as a pale yellow solid. ON (CD30D): 1.21 (3H, t), 3.13 (1H, dd), 3. 28 (1H, dd), 4.17 (2H, q), 4.86 (1H, m), 7.09 (1H, s), 7.16-7. 26 (5H, m), 7.65 (1H, s), 8.55 (1H, s); M/Z (ES+) = 372 [M+ H] +.

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, 800401-68-7, 5-Chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid.

Reference:
Patent; OSI PHARMACEUTICALS, INC.; WO2004/104001; (2004); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 800401-68-7, 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. 800401-68-7, name is 5-Chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid, molecular formula is C8H5ClN2O2, 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.

General procedure: To a stirred solution of 10a-d (2.3 mmol) in anhydrous THF (20 mL) dimethylaminopyridine(DMAP, 2.3 mmol) was added, followed by EDCI (1.2 mmol) after 10 min; the reaction mixture wasstirred at room temperature for 1h. The suitable acid 10a-d (1.0 mmol) and EDCI (1.2 mmol) wereadded and the reaction mixture was stirred for 48 h. The solid was collected by filtration, purified byflash chromatography using CH2Cl2/MeOH 98:2 and recrystallized from CH2Cl2 and MeOH, affordingthe desired product as a yellow solid. Compounds 5a-e were characterized only by 1H-NMR spectroscopy.The poor solubility of the title compounds prevented 13C-NMR spectra from being recorded.

According to the analysis of related databases, 800401-68-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Parrino, Barbara; Span, Virginia; Carbone, Anna; Barraja, Paola; Diana, Patrizia; Cirrincione, Girolamo; Montalbano, Alessandra; Molecules; vol. 19; 9; (2014); p. 13342 – 13357;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 800401-68-7 ,Some common heterocyclic compound, 800401-68-7, molecular formula is C8H5ClN2O2, 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 11: 5-Chloro-lH-pyrrolo[2,3-c]pyridine-2-carboxylic acid; (7-fluoro-2-oxo-l,2,3,4- tetrahydroquinolin-3-yl)amide To a suspension of 3-amino-7-fluoro-3,4-dihydro-lH-quinolin-2-one hydrochloride(Preparation 35, lOOmg, 0.4mmol) in anhydrous THF (5mL) was added DMTMM (349mg, 1.19mmol) and 4-methyl morpholine (130muL, 1.19mmol), followed by 5-chloro-lH-pyrrolo[2,3- c]pyridine-2-carboxylic acid (Preparation 3, 71mg, 0.36mmol), and the reaction stirred at rt for 16h. Solvent was concentrated in vacuo and the residue taken into EtOAc (5OmL). Organics were washed EPO with water (3OmL), IM HCl (3OmL) and brine (3OmL) before being dried (MgSO4) and removing the solvent in vacuo. Trituration from methanol afforded the title compound. deltaH(d6 DMSO): 12.35 (IH, s), 10.50 (IH, s), 9.07 (IH, d), 8.59 (IH, s), 7.78 (IH, s), 7.33-7.20 (2H, m), 6.83-6.64 (2H, m), 4.83-4.71 (IH, m), 3.11 (2H, d); m/z (ES+) = 359.06 [M+ H]+; RT = 3.44min.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,800401-68-7, its application will become more common.

Reference:
Patent; PROSIDION LIMITED; WO2006/59164; (2006); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 800401-68-7, 5-Chloro-1H-pyrrolo[2,3-c]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, Recommanded Product: 5-Chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid, blongs to pyridine-derivatives compound. Recommanded Product: 5-Chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid

To a solution OF 5-CHLORO-LH-PYRROLO [2,3-c] pyridine-2-carboxylic acid (Preparation 18,223mg, 1.13mmol) and commercially available (lS, 2S)- (+)-2- AMINO-3-METHOXY-1-PHENYL-1-PROPANOL (200mg, L. 10MMOL) in DMF (5mL) was added HOBt (173mg, 1. 13MMOL), DIPEA (0.42mL, 2. 41mmol) and EDCI (260mg, 1. 36mmol). After stirring at rt for 12h the mixture was added to diluted brine (100mL, water/brine: 1/1). Extraction with ethyl acetate (4 x 25mL), washing of the combined extracts with diluted hydrochloric acid (1M, 30ML), diluted aqueous sodium hydroxide solution (1M, 30ML) and brine (30mL) followed by drying over magnesium sulphate gave after concentration a residue which was purified by flash chromatography on silica gel (eluent: ethyl acetate). The title compound was obtained as colourless solid. 8H (CD30D): 3.37 (3H, s), 3.34 (1H, dd), 3.66 (1H, dd), 4.53 (1H, ddd), 5.03 (1H, d), 7.15 (1H, s), 7.25-7. 45 (5H, 3m), 7.68 (1H, s), 8.58 (1H, s); m/z (ES+) = 360.22 [M+ H] + ; RT = 3. 12MIN.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,800401-68-7, 5-Chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid, and friends who are interested can also refer to it.

Reference:
Patent; OSI PHARMACEUTICALS, INC.; WO2004/104001; (2004); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem