Methanol → HCID 11706027, compound

Participants

Reaction Steps

To a solution of 2-(4-(5-(3-(2,3-dichlorophenyl)ureido)-3-(thiophen-3-yl)-1H-pyrazol-1-yl)phenyl)acetic acid (0.073 g, 0.15 mmol) in DMF (1 ml) were added PyBop (0.18 mmol) and MeOH (0.1 g, 0.45 mmol) and stirred for 4 h at RT. The reaction mixture was poured into cold H2O and the product was extracted with EtOAc (3×20 ml). The combined organic extracts were washed with 3M HCl, brine, dried (Na2SO4) and concentrated to yield a crude product. To the crude product was added CH2Cl2 (2 ml) and stirred for 10 min and the resultant solid was filtered and dried to afford pure methyl 2-(4-(5-(3-(2,3-dichlorophenyl)ureido)-3-(thiophen-3-yl)-1H-pyrazol-1-yl)phenyl)acetate. 1H NMR (400 MHz, DMSO-d6): δ 9.40 (s, 1H), 8.87 (s, 1H), 8.10 (dd, J=6.8 Hz, 2.4 Hz, 1H), 7.87-7.86 (m, 1H), 7.60 (dd, J=4.8 Hz, 2.8 Hz, 1H), 7.57 (d, J=8.0 Hz, 2H), 7.52-7.49 (m, 1H), 7.48 (d, J=8.0 Hz, 2H), 7.34-7.32 (m, 2H), 6.85 (s, 1H), 3.80 (s, 2H), 3.65 (s, 3H); MS (ESI) m/z: 501.0 (M+H+).

Provenance & Evidence