Hydrochloric Acid → HCID 136359934, compound

Participants

Reaction Conditions

Reaction Steps

Hydrochloric acid (4 M in 1,4-dioxane, 0.300 mL, 1.20 mmol) was added to a slurry of 8-(2-methoxypyridin-4-yl)-6H-pyrrolo[2,3-e][1,2,4]triazolo[4,3-a]pyrazine (0.016 g, 0.060 mmol, (prepared using D from Preparation #BBBBB.1 and NaOH, GGG.1 with NBS, K.1 with TsCl and NaH, CCCCC with 2-methoxy-4-(tributylstannyl)pyridine [Synthonix], tetrakis(triphenylphosphinepalladium(0), LiCl, CsF, and CuI, D with NaOH) in EtOH (0.500 mL) and water (0.050 mL). The reaction vessel was sealed and the mixture was warmed to about 80° C. After about 15 h, the mixture was warmed to about 90° C. After about 65 h, the solution was allowed to cool to ambient temperature. The volatiles were removed under reduced pressure to afford 4-(6H-pyrrolo[2,3-e][1,2,4]triazolo[4,3-a]pyrazin-8-yl)pyridin-2(1H)-one (0.0153 g, 94%): LC/MS (Table 1, Method a) Rt=0.73 min; MS m/z 253 (M+H)+.

Provenance & Evidence