ethyl 2-(1H-pyrrol-2-yl)acetate

Conditions: temp:100.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Triphosgene (1.64 g, 5.5 mmol) was added to (1H-pyrrol-2-yl)-acetic acid ethylester (prepared following the general procedure described in; J. Org. Chem., 59(18),5230-5234, 1994) (841.0 mg, 5.5 mmol) in toluene (50 mL). The reslting mixture was heated at 100° C. for 1 hr. The reaction mixture was allowed to cool to RT and morpholine (1 mL) and Et3N (1 mL) was added. The resulting mixture was stirred at RT overnigbht and concentrated. The residue obtained was chromatographed on silica (50-100% EtOAc:Hexane) to obtain [5-(Morpholine-4-carbonyl)-1H-pyrrol-2-yl-acetic acid ethyl ester. Yield 43%. 1H-NMR (CDCl3; 400 MHz) δ 10.46 (brs, 1H), 6.43 and 6.08 (dd, J1=3.6, J2=2.68, 1H each), 4.1 (q, J=7.16, 2H), 3.85 and 3.73 (m, 4H each), 3.67 (s, 2H), 1.25 (t, J=7.16, 3H). prepared to cool to RT concentrated The residue obtained was chromatographed on silica (50-100% EtOAc:Hexane)