Methanol → HCID 86689192, compound

Participants

Reaction Steps

A reaction mixture containing [5-(3-{[(5-isopropyl-3-methyl-1-benzothien-2-yl)sulfonyl]-amino}phenyl)-2H-tetrazol-2-yl]acetic acid (5.7 mg, 0.012 mmol) (Example 12), 1,1′-carbonyldiimidazole (4.0 mg, 0.025 mmol) and pyridine (5.0 μL, 0.062 mmol) in MeCN (0.60 mL) was stirred at room temperature for 25 min. MeOH (50 μL, 1.23 mmol) was added. The reaction mixture was stirred at room temperature over night, and then diluted with DMSO/MeOH/water. TFA was added and the crude product was purified by reversed phase chromatography (ACE C8, 5 μm, 21×50 mm, flow 25 ml/min, 0.1% TFA in water/MeCN over 6 minutes). The title compound was obtained in 72% yield (4.2 mg). 1H NMR (500 MHz, CDCl3) δ ppm 1.28 (d, J=6.92 Hz, 6 H) 2.53 (s, 3 H) 3.02 (spt, J=6.92 Hz, 1 H) 3.82 (s, 3 H) 5.44 (s, 2 H) 6.92 (s, 1 H) 7.35 (ddd, J=8.11, 2.16, 1.28 Hz, 1 H) 7.35-7.38 (m, 1 H) 7.39 (dd, J=8.11, 7.50 Hz, 1 H) 7.53-7.55 (m, 1 H) 7.70 (d, J=8.42 Hz, 1 H) 7.90 (dd, J=2.16, 1.50 Hz, 1 H) 7.93 (ddd, J=7.50, 1.50, 1.28 Hz, 1 H). MS (ESI+) m/z 486 [M+H]+.

Provenance & Evidence