Tetrahydrofuran → HCID 71571667, compound

Participants

Reaction Conditions

Reaction Steps

In a flame-dried, 5 mL microwave vial was placed 7-1 (20 mg, 0.054 mmol) in THF (0.54 mL) under dry N2 gas. The reaction mixture was cooled to −78° C., and a 0.5 M solution of (4-methoxyphenyl)magnesium bromide in THF (0.119 mmol, 0.24 mL) was added. After stirring for 15 min, the reaction was quenched with sat. aq. NH4Cl (0.25 mL) and diluted with CH2Cl2 (2 mL). The mixture was transferred to a phase separator column, and the organic layer was collected and dried under a stream of N2 gas. The crude product was purified by reversed phase HPLC (eluting with 20-60% acetonitrile/water with 0.1% NH4OH modifier). Pure fractions were pooled and dried to give 6.3 mg (26%) of 7-2. HRMS (ES) 441.1911 found (M+H) found, 441.1923 required.

Provenance & Evidence