Lawesson's reagent → HCID 71731647, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-(3-(tert-butylamino)-2-methylquinoxalin-5-yl)-6,7-dihydro-1H-pyrrolo[3,2-c]pyridin-4(5H)-one (193) (0.02 g, 0.057 mmol), Lawesson's reagent (Sigma-Aldrich) (0.028 g, 0.069 mmol), Dioxane (0.88 mL) was heated to 75° C. overnight. Reaction mixture was directly loaded onto prep-plate TLC. Purification (3% MeOH/DCM) provided 2-(3-(tert-butylamino)-2-methylquinoxalin-5-yl)-6,7-dihydro-1H-pyrrolo[3,2-c]pyridine-4(5H)-thione (292) (8 mg, 36% yield). 1H NMR (300 MHz, CDCl3) δ ppm 1.54-1.60 (m, 4H), 1.66 (s, 9H), 2.56 (s, 3H), 2.95-3.08 (m, 2H), 3.62-3.76 (m, 2H), 4.78-4.93 (m, 1H), 7.28-7.31 (m, 1H), 7.34-7.45 (m, 1H), 7.62-7.72 (m, 1H), 7.95-8.04 (m, 1H), 12.69-12.74 (m, 1H). m/z (ES, +ve) 366.3 (M+H)+.

Provenance & Evidence