Hydrochloric Acid → HCID 67998792, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 2-(1-azidobut-3-enyl)-5-tosyl-5H-pyrrolo[2,3-b]pyrazine (3.90 g, 10.6 mmol) in THF (60 mL) and water (30 mL) was added triphenylphosphine (3.33 g, 12.7 mmol). The reaction mixture was heated to about 50° C. for about 15 h. The reaction mixture was cooled to ambient temperature and concd in vacuo. The residue was dissolved in EtOAc (30 mL) and HCl (gas) was added until a pH of about 1 was maintained followed by the addition of Et2O to induce precipitate formation. After stirring for about 15 h, the precipitate was collected by filtration to provide 1-(5-tosyl-5H-pyrrolo[2,3-b]pyrazin-2-yl)but-3-en-1-amine hydrochloride (2.5 g, 62%) as a tan solid: LC/MS (Table 1, Method a) Rt=1.80 min; MS m/z: 343 (M+H)+.

Provenance & Evidence