Diisopropylethylamine → HCID 89781968, compound

Participants

Reaction Conditions

Reaction Steps

Prepared according to Example 127, using DIPEA (141 μl, 0.803 mmol), 2-(3-fluoro-2-methylquinoxalin-5-yl)-6,7-dihydro-1H-pyrrolo[3,2-c]pyridin-4 (5H)-one (Example 126; 40 mg, 0.135 mmol), 3-aminocyclobutanol (35.3 mg, 0.405 mmol, Sigma Aldrich; mixture of cis- and trans-isomers), and DMSO (1.4 mL) stirring at 80° C. for 2 h. Purification by high throughput parallel purification (Rilas Technologies, Woburn, Mass.) provided 2-(3-((3-hydroxycyclobutyl)amino)-2-methyl-5-quinoxalinyl)-1,5,6,7-tetrahydro-4H-pyrrolo[3,2-c]pyridin-4-one (mixture of cis- and trans-isomers): 1H NMR (DMSO-d6) δ: 12.31-12.44 (m, 1H), 7.86-7.95 (m, 1H), 7.51-7.61 (m, 1H), 7.26-7.40 (m, 2H), 7.04-7.11 (m, 1H), 6.91-7.02 (m, 1H), 5.12-5.26 (m, 1H), 4.37-4.53 (m, 1H), 3.86-4.07 (m, 1H), 3.41-3.48 (m, 1H), 2.88-3.01 (m, 2H), 2.75-2.85 (m, 1H), 2.55-2.59 (m, 4H), 2.26-2.48 (m, 2H), 1.94-2.09 (m, 1H). m/z (ESI, +ve) 364.1 (M+H)+.

Provenance & Evidence