Tetrahydrofuran → HCID 90411794, compound

Participants

Reaction Steps

To intermediate B-10 (240 mg, 1.1 mmol) in THF (4 mL) was added NaOtBu (130 mg, 1.4 mmol). The reaction was heated at reflux for 15 min and 2-chloroquinoxaline (207 mg, 1.3 mmol) was added. After 45 min, the reaction was cooled to rt and ½ saturated NH4Cl (aq) was added. The solution was made slightly basic with 5% Na2CO3 (aq) and extracted with DCM (3×). The combined organics were dried (Na2SO4). The resulting compound was treated with TFA in DCM. After the reaction was complete, the reaction was concentrated, neutralized with 5% Na2CO3 and extracted with DCM. The combined organics were dried (Na2SO4). Purification via silica gel chromatography (1-7% (2M NH3 in MeOH)/DCM) gave the title compound (208 mg, 78%). MS (ESI) mass calcd. for C15H17N3O, 255.1; m/z found 256.2 [M+H]+.

Provenance & Evidence