4-Methylmorpholine → HCID 25174433, compound

Participants

Reaction Steps

A mixture of 5-nitro-1H-indole-2-carboxylic acid (144 mg, 0.698 mmol), (R)-3-amino-2,2-dimethyl-2,3-dihydro-1H-indene-5-carbonitrile (110 mg, 0.591 mmol), BOP reagent (401 mg, 0.907 mmol), N-methylmorpholine (0.30 mL, 2.73 mmol) in DMF (2 mL) was stirred at rt for 16 hr. To the mixture was added 5% NaHCO3 solution (35 mL) and the resulting mixture was stirred at rt for 15 min. The precipitating title product (250 mg) was collected as a beige solid by suction filtration and dried over Drierite® under vacuum. LCMS (M+H)+=375.25. 1H NMR (500 MHz, DMSO-d6) δ: 8.84 (d, J=9.3 Hz, 1H), 8.69 (s, 1H), 8.07 (d, J=8.8 Hz, 1H), 7.70 (d, J=8.2 Hz, 1H), 7.66 (s, 1H), 7.59 (d, J=11.0 Hz, 1H), 7.58 (s, 1H), 7.46 (d, J=7.7 Hz, 1H), 5.39 (d, J=9.3 Hz, 1H), 2.87 (dd, J=20.9, 16.5 Hz, 2H), 1.22 (s, 3H), 0.95 (s, 3H).

Provenance & Evidence