Potassium Phosphate, Tribasic → HCID 59454927, compound

Participants

Reaction Conditions

Reaction Steps

2,8-Dimethyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole (63 mg, 0.32 mmol) was dissolved in DMF (5 mL). Copper (I) iodide (6 mg, 0.032 mmol), L-proline (7 mg, 0.064 mmol) and potassium phosphate (136 mg, 0.64 mmol) were added and the reaction mixture was stirred for min. at RT. 4-(1-Bromoprop-1-en-2-yl)-1,2-dichlorobenzene (100 mg, 0.38 mmol) was added dropwise and the reaction mixture was purged with nitrogen. The reaction mixture was heated overnight at 80° C. (prolonged heating in some cases was required). DMF was evaporated under reduced pressure, the residue was diluted with water and the solid was filtered. The solid material was purified by silica gel chromatography (100-200 mesh) followed by HPLC. Yield: 11 mg as the TFA salt. 1H NMR (DMSO-d6, oxalate salt) δ (ppm): 7.95 (d, 1H), 7.70 (m, 2H), 7.30 (s, 2H), 7.10 (d, 1H), 7.0 (d, 1H), 4.30 (m, 2H), 3.40 (m, 2H), 3.0 (m, 2H), 2.90 (s, 3H), 2.40 (s, 3H), 1.90 (s, 3H).

Provenance & Evidence