Trifluoroacetic acid → HCID 90112018, compound

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Reaction Steps

Trifluoroacetic acid (40 mL) is added to a stirred solution of tert-butyl 6a-pyrazin-2-yl-3,3a,4,6-tetrahydro-1H-pyrrolo[3,4-c]isoxazole-5-carboxylate (5.14 g, 17.58 mmol) in dichloromethane (200 mL) at room temperature. The mixture is stirred for 1 hour and the solvents are evaporated under reduced pressure. The resulting residue is dissolved in methanol (100 mL) and loaded onto an ion exchange column (50 g) and the column is first eluted with methanol (110 mL) followed by 7 M ammonia/methanol solution (150 mL). This basic fraction is concentrated under reduced pressure to give a crude product which is further purified by silica gel column chromatography using a 0-10% gradient of 0.14 M ammonia/methanol in dichloromethane to give the title compound (2.4 g, 71%). ES/MS (m/e): 193 (M+1).

Provenance & Evidence