2,2-Dimethylbutyryl chloride → HCID 57937321, compound

Participants

Reaction Steps

Following the same procedure in Example 1, Step E, using N-{3-Amino-4-[(tetrahydro-2H-pyran-4-ylmethyl)amino]phenyl}acetamide (10.5 g, 40 mmol), DMAP (2.4 g, 20 mmol) and 2,2-dimethylbutyryl chloride (5.9 g, 44 mmol) in 350 mL of DCM. Yield: 14.2 g (98%); 1H NMR (400 MHz, CHLOROFORM-D) δ 0.94 (t, J=7.52 Hz, 3 H), 1.29 (s, 6 H), 1.32-1.46 (m, 2 H), 1.66 (q, J=7.42 Hz, 2 H), 1.68-1.75 (m, 2 H), 1.78-1.90 (m, 1 H), 2.13 (s, 3 H), 2.97 (d, J=7.03 Hz, 2 H), 3.34-3.45 (m, 2 H), 3.77-3.86 (m, 1 H), 3.94-4.06 (m, 2 H), 6.75 (d, J=8.79 Hz, 1 H), 7.05 (s, 1 H), 7.21 (dd, J=8.59, 2.54 Hz, 1 H), 7.49 (s, 1 H), 7.55 (d, J=2.34 Hz, 1 H); MS (ESI) (M+H)+=362.06.

Provenance & Evidence