Cesium carbonate → HCID 59560250, compound

Participants

Reaction Conditions

Reaction Steps

Cs2CO3 (0.806 g, 2.47 mmol) was added to a solution of ethyl 7-hydroxybenzo[b]thiophene-5-carboxylate (0.275 g, 1.24 mmol) and 2,4-difluoro-N,N-dimethylbenzamide (0.286 g, 1.55 mmol) in DMF (5 ML). The mixture was stirred at 150° C. for 8 hours and then cooled to room temperature. 1-Methyl-1H-pyrazol-3-amine (0.21 g, 2.17 mmol) and then HATU (0.71 g, 1.87 mmol) were added. The reaction mixture was stirred at 50° C. for one hour and then filtered. Purification by HPLC gave a solid (100 mg, 19% yield) as expected product. DMSO-d6) δ 10.96 (s, 1 H) 8.46 (m, 1 H) 7.91-7.93 (d, 1 H)) 7.67 (m, 1 H) 7.65-7.66 (m, 1 H) 7.60-7.61 (m, 1 H) 7.41-7.45 (t, 1 H) 7.14-7.17 (m, 1 H) 6.99-7.01 (m, 1 H) 6.59 (m, 1 H) 3.78 (s, 3 H) 3.00 (s, 3 H) 2.88 (m, 3 H).

Provenance & Evidence