The origin of a common compound about 6-Methyl-1H-pyrrolo[2,3-b]pyridine

The chemical industry reduces the impact on the environment during synthesis 824-51-1, I believe this compound will play a more active role in future production and life.

Related Products of 824-51-1, 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.824-51-1, name is 6-Methyl-1H-pyrrolo[2,3-b]pyridine, molecular formula is C8H8N2, molecular weight is 132.16, as common compound, the synthetic route is as follows.

PREPARATION 135 3-Bromo-6-methyl-1 H-pyrrolo[2,3-b]pyridine The title compound of Preparation 58 (6.0 g, 45.4 mmol) was dissolved in 400 ml tetrahydrofuran. /V-Bromosuccinimide (8.1 g, 45.5 mmol) was added portion-wise, followed by the addition of concentrated sulfuric acid until the solution became turbid. The mixture was stirred at room temperature for 2 d. The solvent was evaporated under reduced pressure and the residue was resuspended in 2 N hydrochloric acid. The aqueous was washed twice with ether and was then carefully neutralised to pH 7- 8 with 32% sodium hydroxide solution, forming a precipitate. The solid was collected by filtration and was dried in a vacuum oven at 45 C overnight to give 8.21 g (38.9 mmol, 86%) of the title compound. Purity 100%. 1 H N MR (400 MHz, CH LOROFORM-d) delta ppm 2.66 (s, 3 H), 7.05 (d, J=8.21 Hz, 1 H), 7.27 (s, 1 H), 7.80 (d, J=8.21 Hz, 1 H), 9.58 – 9.62 (m, 1 H). UPLC/MS (3 min) retention time 1 .53 min. LRMS: m/z 21 1 , 213 (M+1 ).

The chemical industry reduces the impact on the environment during synthesis 824-51-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; ALMIRALL, S.A.; VIDAL JUAN, Bernat; ALONSO DIEZ, Juan Antonio; BUIL ALBERO, Maria Antonia; EASTWOOD, Paul Robert; ESTEVE TRIAS, Cristina; LOZOYA TORIBIO, Maria Estrella; ROBERTS, Richard Spurring; VIDAL GISPERT, Laura; GONZALEZ RODRIGUEZ, Jacob; MIR CEPEDA, Marta; WO2013/10880; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem