With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.27383-86-4,Methyl benzo[d]oxazole-2-carboxylate,as a common compound, the synthetic route is as follows.
A stirred solution of 2-aminophenol (300 mg, 2.75 [MMOL), METHYL] 2,2, 2- trimethoxyacetate (902 mg, 5.50 [MMOL),] and ytterbium [TRIFLATE] (170 mg, 0.28 [MMOL)] in [TOLUENE] (10 mL) was heated to reflux. After 5 h, the mixture was cooled, and the precipitate was collected and dried. The crude solid was suspended in toluene (5 mL), and [N-METHYLPIPERAZINE] (1.5 mL, 13.7 [MMOL)] was added followed by 2-hydroxypyridine (26 mg, 0.28 [MMOL).] The mixture was heated to 125 [¡ãC] in a sealed tube for 4 h. The resulting yellow solution was concentrated under reduced pressure, and the residue was purified on silica gel (12 g; 2percent methanol/dichloromethane), yielding 320 mg (48percent) of the title compound. MS [(ESI)] : mass calculated for [C13H15N302,] 245.12 ; m/z found, 246.1 [[M+H] +. 1H] NMR (400 MHz, [CDC13)] : 7.83-7. 79 (m, 1 H), 7.66-7. 65 [(M,] 2H), 7.47-7. 41 (m, 2H), 4.19 (t, [J = 5.] 1 Hz, 4H), 3.88 (t, [J = 5.] 1 Hz, 4H), 2.55- 2.52 [(M,] 4H), 2.35 (s, 3H). [13C] NMR (400 MHz, [CDCI3)] : 156.1, 154.6, 149. 9, 140.1, 127.1, 125.3, 121. [3,] 111.5, 55.3, 54.6, 46.9, 45.9, 42.8.
The synthetic route of 27383-86-4 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; JANSSEN PHARMACEUTICA, N.V.; WO2004/22060; (2004); A2;,
Benzoxazole – Wikipedia
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