tert-Butyl mercaptan → HCID 89784499, compound

Participants

Reaction Conditions

Reaction Steps

Prepared similarly to that described in Example 127 using 2-(3-fluoro-2-methylquinoxalin-5-yl)-6,7-dihydro-1H-pyrrolo[3,2-c]pyridin-4(5H)-one (Example 210i; 74 mg, 0.250 mmol) and 2-methylpropane-2-thiol (67.6 mg, 0.749 mmol; Acros, Geel, Belgium), heating at 100° C. for 7 h. Purification by rpHPLC (Phenomenex Gemini C18, 10 μm, 150×30 mm; 10-100% ACN/water with 0.1% TFA) provided 2-(3-(tert-butylthio)-2-methylquinoxalin-5-yl)-6,7-dihydro-1H-pyrrolo[3,2-c]pyridin-4(5H)-one (26% yield). 1H NMR (400 MHz, DMSO-d6) δ ppm 1.62 (s, 9H) 2.59 (s, 3H) 2.83 (t, J=6.85 Hz, 2H) 3.43 (td, J=6.80, 2.25 Hz, 2H) 6.93 (d, J=2.15 Hz, 2H) 7.63 (t, J=7.63 Hz, 1H) 7.80-7.88 (m, 2H) 11.50 (br. s., 1H). MS (ESI, pos. ion) m/z: 367.1 (M+1).

Provenance & Evidence