Diethylethanolamine → 2-(diethylamino)ethyl N-[4-(1,4-dihydroindeno[1,2-c]pyrazol-3-yl)phenyl]carbamate

Participants

Reaction Conditions

Reaction Steps

To a solution of N,N-diethyl ethanol amine (0.368 mL, 2.75 mmol) in THF (5 mL) was added NaH (60% in mineral oil, 113 mg, 2.75 mmol). The reaction mixture was stirred at about 20° C., for about 1 hour then solid 3-(4-isocyanatophenyl)-1,4-dihydroindeno[1,2-c]pyrazole, 2 (58 mg, 0.22 mmol) was added. The reaction mixture was heated to about 45° C., for about 3 hours. The reaction mixture was quenched by addition of H2O and the product was extracted into EtOAc. The crude material was purified by flash chromatography on SiO2 (MeOH/CH2Cl2, 10/90) to give 51 mg (62%) of pure product. LC/MS 391 (M+1); LC retention time 2.68 minutes.

Provenance & Evidence