4-Methylmorpholine → HCID 71550887, compound

Participants

Reaction Steps

To a solution of (6S,8S)-6-(2,3-difluorophenyl)-3-(2-methoxypropan-2-yl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyridin-8-amine (11.0 mg, 0.034 mmol) in N,N-dimethylformamide (342 μL) were added (6S)-2′-oxo-1′,2′,5,7-tetrahydrospiro[cyclopenta[b]pyridine-6,3′-pyrrolo[2,3-b]pyridine]-3-carboxylic acid (10.6 mg, 0.038 mmol), 1-hydroxy-7-azabenzotriazole (0.5 mg, 3.4 μmol), N-methylmorpholine (4.1 μL, 0.038 mmol) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (7.2 mg, 0.038 mmol). The mixture was stirred 45 min. Water was added, and the mixture was purified by reverse phase chromatography (C-18, 95% water/acetonitrile→5% water/acetonitrile with 0.1% trifluoroacetic acid) giving the title compound (5 mg). HRMS 585.2403 (M+1). 1H NMR (400 MHz, DMSO): δ 11.12 (s, 1H); 9.08 (d, J=8.5 Hz, 1H); 8.89 (d, J=2.0 Hz, 1H); 8.12 (d, J=1.9 Hz, 1H); 8.09 (dd, J=5.3, 1.6 Hz, 1H); 7.47 (dd, J=7.3, 1.6 Hz, 1H); 7.41−7.38 (m, 1H); 7.33−7.25 (m, 2H); 6.93 (dd, J=7.3, 5.3 Hz, 1H); 6.83 (s, 1H); 5.50−5.43 (m, 1H); 4.48 (dd, J=11.9, 4.0 Hz, 1H); 3.88 (d, J=11.9 Hz, 1H); 3.40 (d, J=16.6 Hz, 2H); 3.31 (m, 2H); 2.98 (s, 3H); 2.67 (q, J=1.9 Hz, 1H); 2.34−2.31 (m, 2H); 1.51−1.43 (m, 6H).

Provenance & Evidence