Morpholine → HCID 59618804, compound

Participants

Reaction Steps

To a solution of 6-[(4-tert-butylphenyl)sulfonyl]-2-(trifluoromethyl)-6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepine-8-carbaldehyde (Step A, Example 453, 10 mg, 0.020 mmol) in EtOH (2 mL) at rt was added morpholine (10 uL, 0.12 mmol) and NaCNBH3 (100 mg). After stirring at rt overnight, the reaction was diluted with sat. NaHCO3, and product was extracted with EtOAc (3×). The combined extracts were washed with brine, dried with MgSO4, filtered and concentrated. The residue was purified by silica gel chromatography (0-100% EtOAc/hexanes) to give the title compound. 1H NMR (500 MHz, (CD3)2CO): δ, 8.31 (s, 1H), 7.71 (d, 1H), 7.46 (s, 1H), 7.27 (s, 2H), 7.20 (d, 2H), 7.12 (d, 1H), 6.97 (d, 2H), 4.82 (br s, 2H), 3.66 (t, 4H), 3.51 (s, 2H), 2.46 (br, 4H), 1.24 (s, 9H). LCMS: m/e 561.1 (M+H)+.

Provenance & Evidence