Dimethylformamide → HCID 59454928, compound

Participants

Reaction Conditions

Reaction Steps

2,8-Dimethyl-2,3,4,5-tetrahydro-1H-pyrido (4,3-b) indole (70 mg, 0.35 mmol), copper (I) iodide (6.6 mg, 0.035 mmol), L-proline (8.05 mg, 0.07 mmol), Potassium phosphate tribasic (148 mg, 0.7 mmol) were dissolved in DMF (3 mL) and stirred for 5 min. 2-(2-bromo-1-methyl-vinyl))-5-methylpyrazine (81 mg, 0.385 mmol) was added and nitrogen gas purged into the reaction mixture for a min. The reaction mixture was stirred at RT for 5 min followed by heating at 90° C. for 14 h. After completion of the reaction, DMF was evaporated. Water was added to the reaction mixture and the mixture filtered to obtain the solid crude, which was purified by reverse phase HPLC to obtain 20 mg desired product. 1H NMR (CDCl3, free base) δ (ppm): 8.70 (s, 1H), 8.50 (s, 1H), 7.60 (s, 1H), 7.24 (s, 1H), 7.05 (m, 2H), 3.80 (s, 2H), 2.90 (m, 4H), 2.64 (s, 3H), 2.62 (s, 3H), 2.42 (s, 3H), 2.14 (s, 3H).

Provenance & Evidence