4-hydroxy-2-methoxymethyl-2,3-dihydro-benzofuran-6-carboxylic acid (1-methyl-1H-pyrazol-3-yl)-amide → 4-[4-(Azetidine-1-carbonyl)-phenoxy]-2-methoxymethyl-2,3-dihydro-benzofuran-6-carboxylic acid (1-methyl-1H-pyrazol-3-yl)-amide

Participants

Reaction Steps

The title compound was prepared in a similar manner as described for Intermediate 1f, from 4-hydroxy-2-methoxymethyl-2,3-dihydro-benzofuran-6-carboxylic acid (1-methyl-1H-pyrazol-3-yl)-amide (204d) and azetidin-1-yl-(4-fluoro-phenyl)-methanone. 1H NMR (400 MHz, CDCl3) δ 8.60 (s, 1 H) 7.59-7.67 (m, 2 H) 7.28 (d, J=2.53 Hz, 1 H) 7.13 (d, J=1.26 Hz, 1 H) 7.06 (d, J=1.26 Hz, 1 H) 6.97-7.02 (m, 2 H) 6.79 (d, J=2.27 Hz, 1 H) 4.99-5.08 (m, 1 H) 4.29-4.39 (m, 2 H) 4.19-4.29 (m, 2 H) 3.80-3.82 (m, 3 H) 3.56-3.64 (m, 2 H) 3.44 (s, 3 H) 3.16 (dd, J=16.55, 9.47 Hz, 1 H) 2.92 (dd, J=16.42, 7.33 Hz, 1 H) 2.31-2.41 (m, 2 H); LCMS for C25H26N4O5 m/z 463.20 (M+H)+.

Provenance & Evidence