4-Methylmorpholine → HCID 67419107, compound

Participants

Reaction Steps

To a solution of compound 2f (45 mg, 0.1 mmol) in dry DMF (15 mL) was added 4-methylmorpholine (33 mg, 0.32 mmol). The mixture was stirred at rt for 10 min and DPPA (41 mg, 0.15 mmol) was added. This resulting mixture was stirred at rt for 24 h and then concentrated in vacuo to remove the solvent. The residue was dissolved in EA (10 mL), washed with saturated aqueous NH4Cl and brine, dried over anhydrous Na2SO4. Concentration in vacuo and purification by prep-TLC gave compound 2g as a white solid (40 mg, 91% yield). 1H-NMR (400 MHz, CDCl3) δ 8.03 (dd, 1H, J=8.0, 1.6 Hz), 7.47-6.99 (m, 11H), 6.86 (d, 1H, J=8.0 Hz), 6.15 (m, 1H), 5.02 (d, J=15.6 Hz, 1H), 4.22 (d, J=15.6 Hz, 1H), 4.18 (m, 1H), 3.76 (s, 3H), 3.20 (dd, J=15.2, 8.8 Hz, 1H), 3.02-2.88 (m, 2H), 2.39 (d, J=8.8 Hz, 1H). MS (ESI+) m/z: 437 [M+H]+, 459 [M+Na]+.

Provenance & Evidence