Synthetic Route of 171919-37-2, 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. 171919-37-2, name is 1-Methyl-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid, molecular formula is C9H8N2O2, 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.
Example 1.5: (SWN.1-dimethyl-N-(4-(1-methyl-1H-pyrrole-2-carboxamidoM- phenylbutan-2-yl)-1H-pyrrolor2.3-blPyridine-3-carboxamideTo a solution of 1 -methyl- 1 H-pyrrole-2-carboxylic acid ((S)-3-methylamino-4-phenyl-butyl)- amide hydrochloride (160 mg, 0.497 mmol), 1-methyl-1 H-pyrrolo[2,3-b]pyridine-3-carboxylic acid (127 mg, 0.597 mmol), HOBt (91 mg, 0.597 mmol) and triethylamine (0.345 ml, 2.486 mmol) in DCM (4 ml) and DMF (2 ml) was added EDC x HCI (143 mg, 0.746 mmol). The reaction was stirred at rt overnight. A saturated solution of Na2C03 was added and the resulting mixture was extracted with tert-butyl methyl ether. The organic layer was washed with sat. Na2C03 and brine, dried (MgS0 ), filtered and concentrated. The crude product was purified by flash chromatography (DCM:MeOH, 97:3) followed by purification on apreparative chromatography system (HPLC Waters 2767, column: Sunfire 19x150mm 5muiotaeta, Grad: 10 to 90% CH3CN with TFA over 15min) to obtain the title compound 104 mg (47 %).[1 H-NMR (DMSO, 400 MHz, 120 C) (8.25 (d, 1 H), 7.80 (d, 1 H), 7.45 (br s, 1 H), 7.41 (s, 1 H), 7.25-7.15 (m 6H), 7.05 (dd, 1 H), 6.78 (br s, 1 H), 6.65 (m, 1 H), 5.85 (br s, 1 H), 4.80 (m, 1 H), 3.80 (s, 3H), 3.70 (s, 3H), 3.40-3.05 (m, 2H), 2.97 (s, 3H), 2.95-2.85 (m, 2H), 2.00-1.75 (m, 2H); LCMS RtF = 1.08 min; [M+H]+ = 444.3].
According to the analysis of related databases, 171919-37-2, the application of this compound in the production field has become more and more popular.
Reference:
Patent; NOVARTIS AG; BETSCHART, Claudia; COTESTA, Simona; HINTERMANN, Samuel; WAGNER, Juergen; ROY, Bernard, Lucien; GERSPACHER, Marc; VON MATT, Anette; BEHNKE, Dirk; WO2011/73316; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem