Lithium Hydroxide → HCID 24822033, compound

Participants

Reaction Steps

To a solution Example 1, A4 (1 eq) in DCM:DMF (2:1, 0.5 M), it was added DIPEA (3 eq), followed by AcCl (1.2 eq). After stirring 30 min at RT, the solvent was removed under reduced pressure and the crude redissolved in EtOAc, washed with 1M HCl, dried (Na2SO4), and concentrated under reduced pressure. The resulting crude was dissolved in THF:H2O (1:1) and LiOH (2 eq) was added, after stirring for 40 min at RT the reaction mixture was extracted with EtOAc. The combined organic fractions were washed with brine, dried (Na2SO4) and concentrated under reduced pressure, to afford the title compound as yellow powder. 1H NMR (400 MHz, DMSO-d6) δ: 12.6 (1H, s), 7.38 (1H, m), 7.28-7.17 (3H, m), 3.92 (2H, m), 3.82-3.66 (3H, m), 3.60-3.48 (3H, m), 3.43-3.30 (2H, m), 2.46 (2H, q, J=7.3 Hz), 2.05 (1.5H, s), 1.89 (1.5H, s), 1.88-1.49 (2H, m), 1.12 (3H, t, J=7.3 Hz). MS (ES) C21H25FN4O3 required: 400. found: 401 (M+H)+.

Provenance & Evidence