4-Thiazoleacetic acid, 2-amino-, ethyl ester → HCID 86612282, compound

Participants

Reaction Steps

The product from Example 1, Part C (160 mg, 0.5 mmol) and (2-aminothiazol-4-yl)-acetic acid ethyl ester (92 mg, 0.5 mmol) were reacted as described in Example 5. After evaporation of the reaction solvent the residue was partitioned between water and EtOAc, and the organic phase was washed with EtOAc. The combined organics were washed with brine, dried (Na2SO4), filtered, and evaporated. The title compound was obtained by silica gel chromatography (90 mg, 37%). 1H NMR (400 MHz, CDCl3) δ 9.80 (br s, 1H), 7.22 (d, J=8 Hz, 2H), 6.83 (d, J=8 Hz, 2H), 6.80 (s, 1H), 5.19 (d, J=15 Hz, 1H), 4.60 (s, 1H), 4.15 (m, 3H), 3.77 (s, 3H), 3.61 (s, 3H), 3.06 (d, J=16 Hz, 1H), 2.98 (d, J=16 Hz, 1H), 1.90 (s, 3H), 1.81 (s, 3H). MS: m/z (MH+) 490.

Provenance & Evidence