Application of Ethyl 3-(4-aminophenyl)acrylate

5048-82-8, name is Ethyl 3-(4-aminophenyl)acrylate, belongs to esters-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. SDS of cas: 5048-82-8

5048-82-8, name is Ethyl 3-(4-aminophenyl)acrylate, belongs to esters-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. SDS of cas: 5048-82-8

l-{[(benzyloxy)carbonyl]amino}cyclopentanecarboxylic acid was dissolved in DMF (0.2 M). HATU (1 eq.) and triethylamine (3 eq.) were added, followed by ethyl (2u)-3-(4-aminophenyl)acrylate (0.95 eq.). The resulting mixture was stirred for 48 h at 40 0C. DMF was evaporated, the resulting oil taken up in EPO EtOAc and the solution washed with hydrochloric acid (3x, 1 M), water, a solution of saturated aqueous NaHCO3 (2x) and brine. Drying over sodium sulfate and evaporation gave an orange solid, which was purified by flash chromatography on silica gel using PE/EtOAc (2.5 : 1, containing 1percent EtOH) as the eluant. The resulting solid was immediately dissolved in DCM (0.1 M) and triflic acid (5 eq.) was added dropwise at RT. After 5 min at RT, the red mixture was poured into an aqueous solution OfNaHCO3. The organic phase was separated, the aqueous phase was extracted with DCM (4x) and the combined organic phases dried over sodium sulfate. Evaporation gave the title compound as an off-white solid, which was used without further purification. 1H NMR (400 MHz, DMSO-fi?6, 300 K) delta 1.26 (t, J 7.1, 3H), 1.48-1.61 (m, 2H), 1.63-1.87 (m, 4H), 1.96-2.10 (m, 2H), 4.188 (q, J7.1 Hz, 2H), 6.53 (d, J 16.0, IH), 6.60-7.30 (bs, 3H), 7.59 (d, J 16.0, IH), 7.67 (d, J8.5, 2H), 7.76 (d, J8.5, 2H); MS (ES+) m/z 303 (M+H)+.

The synthetic route of 5048-82-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ISTITUTO DI RICERCHE DI BIOLOGIA MOLECOLARE P. ANGELETTI SPA; WO2007/29029; (2007); A2;,
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