Extracurricular laboratory: Synthetic route of 143468-13-7

The chemical industry reduces the impact on the environment during synthesis 143468-13-7, I believe this compound will play a more active role in future production and life.

Related Products of 143468-13-7, 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.143468-13-7, name is 6-Bromo-1H-pyrrolo[2,3-b]pyridine, molecular formula is C7H5BrN2, molecular weight is 197.032, as common compound, the synthetic route is as follows.

Step 1. In a 25 mL round-bottomed flask, 6-bromo-1H-pyrrolo[2,3-b]pyridine (250 mg, 1.27 mmol, Eq: 1.00), TIPS-OTf (972 mg, 860 mul, 3.17 mmol, Eq: 2.5) and DIEA (492 mg, 665 mul, 3.81 mmol, Eq: 3) were combined with dioxane (6.25 ml) to give a light brown solution. The reaction mixture was heated to 55 C. and stirred for 16 h. The reaction mixture was poured into 20 mL EtOAc and extracted with sat NaHCO3 (3×10 mL). The organic layers were dried over MgSO4 and concentrated in vacuo. The crude material was purified by flash chromatography (silica gel, 12 g, 5% to 10% EtOAc in hexanes) to give 6-bromo-1-(triisopropylsilyl)-1H-pyrrolo[2,3-b]pyridine (380 mg, 85%) of colorless oil.

The chemical industry reduces the impact on the environment during synthesis 143468-13-7, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Billedeau, Roland Joseph; Kondru, Rama K.; Lopez-Tapia, Francisco Javier; Lou, Yan; Owens, Timothy D.; Qian, Yimin; So, Sung-Sau; Thakkar, Kshitij C.; Wanner, Jutta; US2012/295885; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem