Electric Literature of 351447-07-9, These common heterocyclic compound, 351447-07-9, name is 6-Iodo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine, 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.
Step D 5-(3,4-Dihydro-2H-pyrido[3,2-b][1,4]oxazin-6-yl)-pent-4-ynoic acid butyl ester (4-5) A suspension of 4-4 (0.113 g, 0.431 mmol) and n-butyl 4-pentynoate (0.0731 g, 0.474 mmol) in triethylamine (3.0 mL) was purged with Ar, then cooled to 0 C. Copper iodide (0.0021 g, 0.0108 mmol) and Pd(PPh3)2Cl2 (0.0076 g, 0.0108 mmol) were added, the ice bath was removed after ten minutes, and the resulting suspension was stirred overnight. The mixture was then partitioned between EtOAc and saturated NaHCO3 solution. The organic phase was washed with sat. NaHCO3 solution, water, and brine, then dried with MgSO4 and concentrated. Flash chromatography (silica, 45% EtOAc-Hexanes) yielded a clear, yellowish oil. 1H-NMR (CDCl3): delta 6.88 (d, J=7.9 Hz, 1 H), delta 6.69 (d, J=8.0 Hz, 1 H), delta 5.07 (br s, 1 H), delta 4.22 (t, J=4.4, 2 H), delta 4.10 (t, J=6.7 Hz, 2 H), delta 3.54 (m, 2 H), delta 2.70 (m, 2 H), delta 2.61 (m, 2 H), delta 1.61 (m, 2 H), delta 1.38 (m, 2 H), delta 0.92 (t, J=7.4 Hz, 3 H). MS (M++H) 289.1.
Statistics shows that 6-Iodo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine is playing an increasingly important role. we look forward to future research findings about 351447-07-9.
Reference:
Patent; Askew, Ben C.; Breslin, Michael J.; Duggan, Mark E.; Hutchinson, John H.; Meissner, Robert S.; Perkins, James J.; Steele, Thomas G.; Patane, Michael A.; US2001/53853; (2001); A1;,
Iodide – Wikipedia,
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