Electric Literature of 53518-15-3,Some common heterocyclic compound, 53518-15-3, name is 7-Amino-4-(trifluoromethyl)-2H-chromen-2-one, molecular formula is C10H6F3NO2, 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.
A vial was charged with S21 (60 mg, 0.117 mmol), oxalyl chloride (12 iiL, 0.141 mmol, 1.2 eq.) and DCM (1.00 mL) and the content was stirred at room temperature and ambient atmosphere for 30 minutcs. 7-amino-4-(trifluoromethyl) coumarin (81 mg, 0.352 mmol, 3 eq.) and DIEA (126 .tL, 0.704 mmol, 6 eq.) were then added and the contents were stirred for lh, after which the solvent was concentrated to dryness, and the crude product was purified by silica gel chromatography (0-30% EtOAc/DCM, linear gradient) to afford S7 (53 trig, 62%).?H NMR (CDC13, 400 MHz) 5 8.09-7.95 (m, 2H), 7.78 (m, 1H), 7.60 (td, J= 4.6, 2.2 Hz, 1H), 7.54 (if, J 5.6, 1.1 Hz, 1H),7.45 (m, 1H), 6.86 (d, J- 2.6 Hz, 1H), 6.76 (ddd, J 8.8, 3.7, 1.2 Hz, 2H), 6.62 (d, J 2.8 Hz, 1H), 6.60 (s, 1H), 6.42 (dd, J= 8.9, 2.7 Hz, 1H), 6.24 (dd, J- 8.8, 2.6 Hz, 1H), 3.88 (t, J 7.2 Hz, 4H), 3.81 (s, 3H), 3.65 (t, J= 6.2 Hz, 2H), 3.31 (t, J 6.6 Hz, 2H), 2.35 (p, J 7.2 Hz, 2H), 2.06 (p, J= 6.3 Hz, 2H), 0.71 (s, 3H), 0.59 (s, 3H).
The synthetic route of 53518-15-3 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; HOWARD HUGHES MEDICAL INSTITUTE; LAVIS, Luke; JRADI, Fadi, M.; (109 pag.)WO2018/182811; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics