Hydrochloric Acid → HCID 57611913, compound

Participants

Reaction Steps

4-(1-amino-2-ethoxy-2-oxoethyl)benzoic acid, as described in Example 1, Step B, (0.94 g, 2.79 mmol) and DIPEA (1.509 mL, 8.64 mmol) were suspended in THF (4 mL) and acetic anhydride (0.289 mL, 3.07 mmol) was added. The mixture was stirred at room temperature overnight. 2N HCl was added and the products extracted into EtOAc. The combined organic extracts were washed with brine, dried over MgSO4 and concentrated in vacuo. The residue was purified by prep-HPLC to give the desired product as a white powder. 1H NMR (DMSO-d6, 600 MHz) δ 13.00 (br s, 1H), 8.77 (d, J=7.2 Hz, 1H), 7.92 (d, J=8.4 Hz, 2H), 7.47 (d, J=8.4 Hz, 2H), 5.45 (d, J=7.2 Hz, 1H), 4.07 (m, 2H), 1.88 (s, 3H), 1.09 (t, J=7.2 Hz, 3H). MS: cal'd 266 (MH+), exp 266 (MH+).

Provenance & Evidence