Toluene → HCID 66723638, compound

Participants

Reaction Steps

To a solution of (1,2-Dimethyl-1H-indol-5-yl)methanol (crude, 250 mg, 76%, 1.084 mmol), Ethyl 1H-pyrazole-4-carboxylate (266 mg, 1.898 mmol) and Triphenylphosphine (341 mg, 1.3 mmol) in toluene (10.5 ml) Diethyl azodicarboxylate (206 ul, 1.3 mmol) was added at rt. The reaction mixture was stirred at rt for 16 hours. The reaction mixture was quenched with brine and extracted twice with DCM. The combined organic layers were dried over Na2SO4, filtered and concentrated under vacuum. The crude product was purified by flash-chromatography on silica gel (60 g), gradient of cyclohexane/EA (50 ml/min.) from 100/0 (3 min.) to 70/30 (20 min.) to afford pure ethyl 1-((1,2-dimethyl-1H-indol-5-yl)methyl)-1H-pyrazole-4-carboxylate. MS (Method V) [M+H]+=298.4.

Provenance & Evidence