Synthetic Route of 171919-37-2 , The common heterocyclic compound, 171919-37-2, name is 1-Methyl-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid, molecular formula is C9H8N2O2, 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.
To a suspension of 1-methyl-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid (10.0 g, 56.8 mmol), prepared as described above in Alternative A or B, in anhydrous DCM (390 mL) cooled on ice, oxalyl chloride (14.4 mL, 170.4 mmol) was added dropwise over 15 mm and the mixture was stirred at room temperature for 2 h. The mixture was then concentrated in vacuo to give a yellow solid, which was treated with tert-butanol (300 mL, 3.14 mol), followed by an addition of potassium tert-butoxide (10.2 g, 91 mmol). The resulting mixture was stirred at room temperature for 16 h and then concentrated in vacuo. The crude was purified by flash column chromatography (Silica 120 g, 0-10% MeOH in DCM) to give the product (12.6 g, 86%) as a light brown solid. UPLC-MS (Acidic Method, 2 mm): rt 1.10 mm, m/z 233.1 [M+H]. ?HNIVIR (400 MHz, DMSO-d6) ppm 8.35 (dd, J= 4.6, 1.6 Hz, 1H), 8.27 (dd, J= 7.8, 1.6 Hz, 1H), 8.20 (s, 1H), 7.27 (dd, J= 7.9, 4.6 Hz, 1H), 3.86 (s, 3H), 1.56 (s, 9H).
The synthetic route of 171919-37-2 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; NFLECTION THERAPEUTICS, INC.; KINCAID, John; DUNCTON, Matthew; (142 pag.)WO2018/213810; (2018); A1;,
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