Methanesulfonic Acid → HCID 71183848, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (1SR,7SR)—N-tert-butyl-1-(3-nitrophenyl)-4-thia-2-azabicyclo[5.1.0]oct-2-en-3-amine (intermediate A4c) (990 mg, 3.1 mmol, Eq: 1.00) in trifluoroacetic acid (25.4 g, 17.2 ml, 223 mmol, Eq: 72) was added methanesulfonic acid (2.98 g, 2.01 ml, 31.0 mmol, Eq: 10) and the mixture was stirred at 23° C. for 20 hours. The light brown solution was poured cautiously into sat NaHCO3 solution, extracted with ethyl acetate, washed the organic layer with brine and dried over Na2SO4. Removal of the solvent in vacuum left a light brown oil (910 mg, ca. 90% purity; 100%). The crude product either chromatographed on amine-coated silica gel using n-heptane and ethyl acetate or was used in the next step without further purification. MS (ISP): m/z=264.1 [(M+H)+].

Provenance & Evidence