Synthetic Route of 7664-66-6,Some common heterocyclic compound, 7664-66-6, name is 4-Isopropoxyaniline, molecular formula is C9H13NO, 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 solution of 5-carbamoyl-2-fluoro-4-hydroxybenzene-1 -sulfonyl chloride (lnt-2, 1 .4 g) in DCM (15 mL) at 0 C was added pyridine (0.670 mL) followed by 4-isopropyxyaniline (0.696 mL). The reaction mixture was allowed to warm to RT and was stirred for 16 hr. The reaction mixture was poured into water (10 mL) and extracted with DCM (2 x 15 mL). The combined DCM extracts were washed with saturated brine (10 mL), dried over sodium sulfate and concentrated under reduced pressure to afford the crude product (900 mg). The crude product was purified by silica gel column chromatography, eluting with 30-40% EtOAc/petroleum ether to afford the titled compound (700 mg). LCMS m/z 369.09 (M+H)+. NMR (400 MHz, DMSO-c/6) delta ppm 1 .19 (d, J=5.92 Hz, 6 H) 4.36 – 4.56 (m, 1 H) 6.58 – 6.84 (m, 2 H) 6.84 – 7.10 (m, 3 H) 8.06 (br. s., 1 H) 8.31 (d, J=8.1 1 Hz, 1 H) 8.62 (br. s., 1 H) 10.06 (s, 1 H) 14.06 (br. s., 1 H).
The synthetic route of 7664-66-6 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; ADAMS, Jerry Leroy; DUFFY, Kevin J.; GRAYBILL, Todd L.; MOORE, Michael Lee; NEIPP, Christopher E.; RALPH, Jeffrey M.; SQUIRE, Michael Damien; (304 pag.)WO2017/153952; (2017); A1;,
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