Extracurricular laboratory: Synthetic route of 42122-44-1

The synthetic route of 42122-44-1 has been constantly updated, and we look forward to future research findings.

Reference of 42122-44-1,Some common heterocyclic compound, 42122-44-1, name is Methyl 3-(4-fluorophenyl)propiolate, molecular formula is C10H7FO2, 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.

c Methyl 2-(4-fluorophenyl)-pyrazolo[1,5-a]pyridine-3-carboxylate A stirred solution of methyl 3-(4-fluorophenyl)propiolate (8.02 g, 45 mmol) and 1-aminopyridinium iodide (10 g, 45 mmol) in dry acetonitrile (150 mL) was cooled to about 0 C. A solution of 1,8-diazabicycloundec-7-ene (13.7 g, 90 mmol) in dry acetonitrile (50 mL) was added dropwise over 1 h. The mixture was allowed to stir at room temperature for about 18 h. The reaction mixture was cooled in an ice bath for about 30 min and the precipitate was collected by filtration and washed with cold acetonitrile (10 mL). The solid was dried under reduced pressure to give the title compound as a white solid, 8.48 g (70%). 1H NMR (CDCl3) delta 8.50 (d, 1H, J=8.4 Hz), 8.18 (d, 1H, J=8.8 Hz), 7.78 (m, 2H), 7.42 (t, 1H, J=8.4 Hz), 7.13 (t, 2H, J=8.8 Hz), 6.97 (td, 1H, J=6.8, 1 Hz). MS (+ve ion electrospray) 271 (100), (MH+).

The synthetic route of 42122-44-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Alberti, Michael John; Baldwin, Ian; Cheung, Mui; Cockerill, Stuart; Harris, Philip; Jung, David; Peckham, Gregory; Peel, Michael; Badiang, Jennifer; Stevens, Kirk; Veal, James; US2004/53942; (2004); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics