Dimethylformamide → HCID 10304111, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of the product from Step B (90 mg, 0.186 mmol), 4-piperidine-piperidine (125 mg, 0.743 mmol) and K2CO3 (102 mg, 0.743 mmol) in DMF (5 mL) was heated at 70° C. for 17 h. The reaction mixture was diluted with EtOAc and the organic solution was washed with H2O, dried and concentrated. The crude residue was purified by SiO2-gel chromatography (10% NEt3/EtOAc). This product was dissolved in 4.0 M HCl in 1,4-dioxane (1 mL) and concentrated to give the desired compound (72 mg, 74%). API-MS: 526 (M+1). 1H NMR (300 MHz, d4-MeOH): d 7.8 (d, 1 H), 7.5 (t, 1 H), 7.45 (d, 1 H), 7.3 (d, 2 H), 7.15 (d, 2 H), 5.35 (s, 2 H), 4.3 (t,2 H), 4.0 (s, 3 H), 3.8 (d, 1 H), 3.45 (d, 1 H), 3.1 (m, 2 H), 2.5-1.8 (m).

Provenance & Evidence