Potassium Carbonate → HCID 66786854, compound

Participants

Reaction Steps

A mixture of (1S,4S)-2-[3-(2,5-diaza-bicyclo[2.2.1]hept-2-ylmethyl)-benzofuran-6-yloxy]-thiazolo[4,5-b]pyridine dihydrochloride (50 mg, 0.11 mmol), 4-bromomethyl-benzoic acid methyl ester (28 mg, 0.12 mmol), and K2CO3 (38 mg, 0.28 mmol) in CH3CN (0.4 mL) was stirred at rt. Upon reaction completion, the mixture was concentrated, re-dissolved in DMF and purified by reverse phase HPLC to provide the title compound (10 mg, 16%). MS (ESI): mass calculated for C29H26N4O4S, 526.17; m/z found, 527.0 [M+H]+. 1H NMR (400 MHz, CDCl3): 8.57 (dd, J=4.8, 1.6, 1H), 8.05-7.96 (m, 3H), 7.77 (d, J=8.5, 1H), 7.58 (dd, J=7.8, 4.3, 2H), 7.45 (d, J=8.3, 2H), 7.32-7.28 (m, 1H), 7.21 (dd, J=7.9, 4.8, 1H), 3.91 (s, 3H), 3.90-3.69 (m, 2H), 3.41-3.27 (m, 2H), 2.96-2.90 (m, 1H), 2.85-2.81 (m, 1H), 2.74-2.66 (m, 2H), 1.77 (s, 2H), 1.47 (s, 2H).

Provenance & Evidence