CAS：145901-11-7|6-NITRO-1H-PYRROLO[2,3-B]PYRIDINE

Introduction and application of CAS：145901-11-7|6-NITRO-1H-PYRROLO[2,3-B]PYRIDINE

Using 7-azaindole as the starting material, 1H-pyrrole[2,3-B]pyridin-6-amine[1] was prepared through bromination and reaction with liquid ammonia. The synthesis reaction formula is as follows:

Figure 1 Synthesis reaction formula of 1H-pyrrole[2,3-B]pyridin-6-amine

Add 7-azaindole to 10 mL of methylene chloride, slowly add 4.2 mL of glacial acetic acid dropwise at 0°C, and stir for 20 min. Then dissolve the liquid bromine in 20 mL of methylene chloride, then add it dropwise into the reaction system, and react at 0°C for 2 hours. The reaction progress was tracked and detected by thin layer chromatography, and the reaction was stopped when no reactant was found. TLC detection (methanol developing agent) showed that the product Rf=0.57. After the reaction is completed, add saturated sodium sulfite aqueous solution to the reaction system until the starch KI test paper does not change blue. Concentrate the methylene chloride, add 20 mL of water, and adjust the pH to pH>13 by adding NaOH at 0°C. Spin the reaction mixture solvent to dryness, dissolve it with methylene chloride, and wash it twice with purified water. The organic phase is dried with anhydrous sodium sulfate, and the mixture is Separate by silica gel column chromatography, and dry the product under vacuum to obtain 1H-pyrrole[2,3-B]pyridine-6-bromide.

Add 1H-pyrrole[2,3-B]pyridine-6-bromide and liquid ammonia in a certain proportion to a four-neck round bottom flask equipped with a magnetic stirrer, a thermometer and a reflux condenser water separator, and then add the boiling range of Petroleum ether at 60~90℃, the reaction is carried out under nitrogen protection. Track and detect the progress of the reaction with thin layer chromatography. Stop the reaction when no reactants are seen. Move the mixture to a filter bottle and perform vacuum distillation at 40~70°C to remove low-boiling amines and solvents to obtain 1H-pyrrole. [2,3-B]pyridin-6-amine.

Specification of CAS：145901-11-7|6-NITRO-1H-PYRROLO[2,3-B]PYRIDINE

Melting point 126.7℃
Boiling point 469.5±28.0°C(Predicted)
Density 1.41±0.1g/cm3(Predicted)
Storage conditions 2-8°C (protectfromlight)
Acidity coefficient (pKa)7.35±0.40(Predicted)

Package of CAS：145901-11-7|6-NITRO-1H-PYRROLO[2,3-B]PYRIDINE

 25kg

This product is valid for 24 months from the date of production when stored in a warm sealed state.

Safety and transportation

This product should be stored sealed at room temperature. Customers should carefully read the product treatment, material safety data sheet (MSDS) and labels before use, be familiar with the product's safety information, operating instructions, environmental impact, and wear appropriate personal protection as required. supplies.

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