Tetrahydro-3-furanmethanol → HCID 66799721, compound

Participants

Reaction Steps

The product was prepared from 3-{[(5-chloro-3-methyl-1-benzothien-2-yl)sulfonyl]amino}benzoic acid (21 mg, 0.055 mmol) (Intermediate 19) and 3-hydroxymethyltetrahydrofuran (10.2 mg, 0.100 mmol) according to the General Procedure 7, described in Example 107. The title compound was obtained in 64% yield (16.5 mg). 1H NMR (500 MHz, CDCl3) δ ppm 1.67 (dddd, J=12.56, 7.90, 7.00, 5.96 Hz, 1 H) 2.06 (dddd, J=12.56, 8.61, 7.70, 5.54 Hz, 1 H) 2.45 (s, 3 H) 2.61-2.70 (m, 1 H) 3.62 (dd, J=8.86, 5.45 Hz, 1 H) 3.77 (ddd, J=8.61, 7.70, 7.00 Hz, 1 H) 3.86 (dd, J=8.86, 7.06 Hz, 1 H) 3.88 (ddd, J=8.61, 7.90, 5.54 Hz, 1 H) 4.19 (dd, J=10.89, 7.81 Hz, 1 H) 4.28 (dd, J=10.89, 6.49 Hz, 1 H) 7.02 (s, 1 H) 7.37 (dd, J=8.00, 7.66 Hz, 1 H) 7.43 (ddd, J=8.06, 2.32, 1.22 Hz, 1 H) 7.44 (dd, J=8.67, 1.95 Hz, 1 H) 7.72 (dd, J=8.67, 0.53 Hz, 1 H) 7.71 (dd, J=1.95, 0.53 Hz, 1 H) 7.71-7.72 (m, 1 H) 7.82 (ddd, J=7.66, 1.55, 1.22 Hz, 1 H). MS (ESI+) m/z 466 [M+H]+.

Provenance & Evidence