Sodium Carbonate → HCID 136359933, compound

Participants

Reaction Conditions

Reaction Steps

To 4-((1R,3R,4S)-3-ethyl-4-(6-tosyl-6H-pyrrolo[2,3-e][1,2,4]triazolo[4,3-a]pyrazin-1-yl)cyclo-pentyloxy)benzonitrile (0.826 g, 1.57 mmol) in 1,4-dioxane (16 mL) was added Na2CO3 (2 N aqueous solution, 16 mL, 31 mmol). The reaction mixture was heated at about 80° C. for about 16 h. The layers were separated and the aqueous portion was extracted with EtOAc (3×40 mL). The combined organic layers were washed with saturated aqueous NaHCO3 (2×30 mL), brine (30 mL), dried over anhydrous MgSO4, filtered, and concd under reduced pressure. The residue was purified by using General Procedure AA (Table 2, Method 17, Rt=19.2 min, or =negative) to give 4-((1R,3R,4S)-3-ethyl-4-(6H-pyrrolo[2,3-e][1,2,4]triazolo[4,3-a]pyrazin-1-yl)cyclopentyloxy)benzonitrile (0.298 g, 51%): LC/MS (Table 1, Method b) Rt=2.07 min; MS m/z: 373 (M+H)+.

Provenance & Evidence