Triethylamine hydrochloride → HCID 178437525, compound

Participants

Reaction Steps

A solution of compound 39a (0.20 g, 0.44 mmol), sodium azide (50 mg, 0.77 mmol), and triethylamine hydrochloride (0.10 g, 0.73 mmol) in DMF (5 mL) was stirred at 100° C. for 1 h. After cooling to rt, the reaction was quenched with water (20 mL). The resulting mixture was extracted with DCM (2×30 mL). The combined organic layers were dried over Na2SO4, filtered, and concentrated under reduced pressure. The residue obtained was purified by flash column chromatography on silica gel (MeOH:CH2Cl2 (1:50, v/v)) to obtain a residue, which was further purified by reverse phase Prep-HPLC. This resulted in the title compound 21 as a yellow solid. 1H-NMR (300 MHz, DMSO-d6) δ (ppm): 8.85-8.91 (m, 1H), 8.34 (d, J=8.7 Hz, 1H), 8.30-8.23 (m, 2H), 7.98-7.60 (m, 6H), 6.51 (d, J=6.0 Hz, 1H), 3.90-3.81 (m, 4H), 3.64-3.53 (m, 4H). Mass Spectrum (LCMS, ESI pos.): Calcd. for C22H20N10O: 501.2 (M+H). Found: 501.2.

Provenance & Evidence