Triethylamine → HCID 58109221, compound

Participants

Reaction Steps

To a solution of (R)-6-(3-aminopropyl)-3-((S)-1-cyclohexylethyl)-6-(4-fluorophenyl)-1,3-oxazinan-2-one (30 mg, 0.10 mmol) was added Et3N (40 mg, 0.4 mmol) and MsCl (30 mg, 0.24 mmol) at 0° C. The reaction solution was stirred at rt for 2 h. The reaction was quenched by H2O and the mixture was extracted with CH2Cl2. The organic phase was concentrated to give the crude product, which was purified by preparative TLC to give N-(3-((R)-3-((S)-1-cyclohexylethyl)-6-(4-fluorophenyl)-2-oxo-1,3-oxazinan-6-yl)propyl)methanesulfonamide (11.5 mg, 33%). LC-MS Method 2 tR=1.397 min, m/z=440.9; 1H NMR (CDCl3) 1.04 (d, 6H), 1.13-1.34 (m, 2H), 1.43-1.68 (m, 6H), 1.73-1.98 (m, 3H), 2.03-2.14 (m, 1H), 2.29 (d, 1H), 2.52 (tt, 1H), 2.85 (s, 3H), 2.92-3.08 (m, 3H), 3.68 (m, 1H), 3.88-3.98 (m, 1H), 4.33 (t, 1H), 7.01 (t, 2H), 7.22 (m, 2H).

Provenance & Evidence